SCIENTIFIC PROGRAM

 

August 12 - Monday

OPENING CEREMONIES

8:30 a.m.

Humanities Theatre, J.G. Hagey Hall

 

PLENARY LECTURES

August 12 (Monday) Humanities Theatre, J.G. Hagey Hall (HH)

9:30a.m.

PL-1

S. Hanessian, Université de Montréal, Canada

 

 

Tactically Novel Synthetic Approaches to β-Lactam Antibotics

 

 

(Chairman: V. Snieckus)

 

10:30 a.m.

PL-2

L. Ghosez, Université Catholique de Louvain, Belgium

 

 

Design and Study of New Reagents for Heterocyclic Synthesis 

 

 

(Chairman: K.H. Pilgram)

 

SPECIAL SYMPOSIA

August 12 (Monday) Theatre of the Arts, ML 1:30 - 5:30 p.m.

 

Special Symposium S1

Heterocycles in Stereoselective Reactions

 

(G.L. Lange, Organizer and Chairman)

 

 

1:30 p.m.

S1-1

P. Deslongchamps, Université de Sherbrooke, Canada (Invited Lecturer)

 

 

Stereoelectronic Control in the Hydrolysis of Cyclic Orthoesters

 

 

 

2:30 p.m.

 S1-2

D. Enders, Universität Bonn, Germany (Invited Contributed Paper)

 

 

Diastereo- and Enantioselective C-C Bond Formations Using Derivatives of (S)- or (R)-2-Methoxymethyl-Pyrrolidine

 

 

 

3:00 p.m.

S1-3

A.B. Smith, III,M. Fukui, R.A. Rivero and H.A. Vaccaro, University of Pennsylvania, USA (Invited Contributed Paper)

 

 

 A Stereocontrolled Total Synthesis of Phyllanthoside

 

 

 

3:30 p.m.

S1-4

D.R. Williams,J.L. Moore and F.H. White, Indiana University, USA (Invited Contributed Paper)

 

 

Stereocontrolled Preparation of Complex Tetrahydrofurans and Tetrahydropyrans

 

 

 

4:00 p.m.

S1-5

S.L. Schreiber, A.H. Hoveyda, K. Satake, Yale University, USA (Invited Contributed Paper)

 

 

On the Furan Carbonyl Photocycloaddition Reaction

 

 

 

4:30 p.m.

S1-6

R.W. Franck, R.B. Gupta, D. Frechet and P.G. Williard, Hunter College, NY USA (Invited Contributed Paper)

 

 

Isoquinolinium Salě Cycloaddition: Stereochemistry of Adducts

5:00 p.m.

S1-7

S.D. Burke, University of South Carolina, USA) (Invited Contributed Paper)

 

 

C-Pyranoside Synthesis: Ilonophore and Macrolide Antibiotic Synthons

 

August 12 (Monday) Room: AL 113 2:30 - 5:30 p.m.

Special Symposium S2

Heterocyclic Agrochemicals I

 

(K. Potts, Organizer and Chairman)

2:30 p.m.

S2-8

K.H. Pilgram, D.A. Kleier, J.R. Sanborn, M.E. Schroeder, R.D. Skiles and   D.D. Stranz, Shell Development Co., CA, USA (Invited Lecture)

 

 

Some Recent Progress in the Chemistry of Biologically Active 1,3,4- Oxadiazolin-5(4H)-ones

 

 

 

3:30 p.m.

S2-9

M. Los, P.J. Wepplo, E. Parker, J.J. Hand, R.K. Russell, J.M. Barton, G. Withers and D.W. Long, American Cyanamid, Princeton, NJ, USA (Invited Contributed Paper)

 

  

Synthesis and Chemistry of the O-(5-Oxo-2-lmidazolin-2-yl)-  Arylcarboxylates

 

 

 

4:00 p.m.

S2-10

L.A. Summers, University of  Newcastle, Australia (Invited Contributed Paper) 

 

 

Synthesis and One Electron Transfer Properties of Diquaternary Salts of Heterocycles Related to the Bipyridinium Herbicides, Diquat and  Paraquat

4:30 p.m.

S2-11

R.F. Mason, D.A. Wood, P.H. Briner, M.J. de Nie-Sarink, G. Scholes, D.W. Sopher and P.A. Verbrugge, Shell Agricultural Research Centre, England (Invited Contributed Paper)

 

 

Chemical Hybridization Agents: Synthesis of Azetidine-3-Carboxylic Acid

 

 

 

5:00 p.m.

S2-12

V.J. Lee, American Cyanamid, Pearl River, NY, USA (Invited Contributed Paper)

 

 

New Developments in 1,2,3-Thiadiazole Chemistry

 

August 12 (Monday) Room: AL 116 1:30 - 5:30 p.m.

Special Symposium S3

Metalation of Heterocycles I

 

(G.W. Gribble, Organizer and Chairman)

1:30 p.m.

S3-13

P. Beak, University of Illinois, USA (Invited Lecturer)

 

 

Mechanistic Studies of the Lithiation Reaction in Heterocyclic and Related Systems

 

 

 

2:30 p.m.

S3-14

A.J. Carpenter and D.J. Chadwick, Liverpool University, England (Invited Contributed Paper)

 

 

Directed Metallation in Heteroaromatic Synthesis

 

 

 

3:00 p.m.

S3-15

P. Mathies, J.M. Muchowski and R. Nae1, Syntex, CA, USA (Invited Contributed Paper)

 

 

1-Triisopropylsilyl-2- or 3-Bromopyrrole, Formal Equivalents of 2- or 3-Lithiopyrrole

 

 

 

3:30 p.m.

S3-16

D.L. Comins, M.O. Killpack and N.B. Mantlo, Utah State University,  USA (Invited Contributed Paper)

 

 

Metalation of Heterocycles Directed by α-Amino Alkoxides

 

 

 

4:00 p.m.

S3-17

B. Rickborn, S.L. Crump, B. Hunt, J. Netka and D. Pollart, University of  California, Santa Barbara, USA (Invited Coritributed Paper) 

 

 

Isobenzofuran-Aryne Cycloadditions

 

 

 

4:30 p.m.

S3-18

B.Iddon, B.L. Lim, N. Khan and M. Nicholas, University of Salford, England (Invited Contributed Paper)

 

 

Useful Lithiated Azoles; Synthesis of Thienoimidazoles

 

 

 

5:00 p.m.

S3-19

R.A. Conley, D.L. Barton, M.M. Lam, S.M. Stefanick, A.C. Fabian and S.D. Levine, Ortho Pharmaceutical Corp., NJ, USA (Invited Contributed Paper)

 

 

Preparation of Heterocyclic Precursors Via an Ortho-Lithiation Approach

 

August 12 (Monday) Room: AL 124 1:30 -5:00 p.m.

Special Symposium S4

X-Ray Crystallographic Studies of Biologically Active Heterocycles

 

(P.W. Codding, Organizer and Chairlady)

1:30 p.m.

S4-20

G.A. Jeffrey, University of Pittsburg, PA, USA (Invited Lecturer)

 

 

Carbohydrate Liquid Crystals

 

 

 

2:30 p.m.

S4-21

F.R. Ahmed, National Research Council, Ottawa, Canada (Invited Contributed Paper)

 

 

Heterocyclic Analgesics

 

 

 

3:00 p.m.

S4-22

V. Cody, Medical Foundation of Buffalo, USA (Invited Contributed Paper)

 

 

Antifolate Pteridines: Design of Anticancer Drugs

 

 

 

3:30 p.m.

S4-23

W.L. Duax, D.L Langs, W.A. Pangborn, G.D. Smith and P. Van Roey, Medical Foundation of Buffalo, NY, USA (Invited Contributed Paper),

 

 

Mechanism of Complexation and Selectivity of Ionophores

 

 

 

4:00 p.m.

S4-24

J.J. Stezowski and E. Eckle, Universitat Stuttgart, Germany (Invited Contributed Paper)

 

 

Heterocyclic Pseudo-Peptide Residues: Structurally and Biologically Interesting TRH Analogs

 

 

 

4:30 p.m.

S4-25

P.W. Codding and A.K.S. Muir, University of Calgary, Canada (Invited Contributed Paper)

 

 

Structural Relationships in Heterocyclic Compounds that Bind to the Benzodiazepine Receptor

 

GENERAL SESSIONS - ORAL PRESENTATIONS

August 12 (Monday) Room: PAS 2083 2:30 - 5:30 p.m.

 

General Session G1

Mechanism and Reactivity in Heterocyclic Chemistry

 

 

(Co-Chaired by: R.R. Gupta and A.N. Hughes)

2:30 p.m.

G1-1

A.M. Kawasaki and LB. Townsend (University of Michigan, USA)

 

 

 

An Unusual Reductive Ring-Opening of the 1,2,3,5,6,7-Hexaazaacenaphthalene Ring System

 

 

 

 

 

2:50 p.m.

G1-2

R.A. Firestone and G. Smith (Merck, Sharp & Dohme, USA)

 

 

 

A New Interpretation of the Acceleration of Diels-Alder and 1,3-Dipolar Cycloaddition Reactions Induced by High Pressure

 

 

 

 

 

3:10 p.m.

G1-3

J.J. Fisch, P.M. Chobe and S.K. Dua (SUNY, Binghampton, USA)

 

 

 

Azaspiro[2.5]Octadiene Intermediates in the Anionic and Free-Radical Rearrangements of Tertiary Amines

 

 

 

 

 

3:30 p.m.

G1-4

S. Shiraishi, K. Imamura and B.S. Holla (University of Tokyo, Japan)

 

 

 

Isomerization and Rearrangement of Isoxazoline-Condensed Cyclohexenedione

 

 

 

 

 

3:50 p.m.

G1-5

H.S. Kasmai, J.F. Femia and M.E. Read (Hamilton College, NY, USA)

 

 

 

Generation and Thermal Reorganization of 1-Benzoxocinide and Dibenz[b,f]Oxocindiide Anions

 

 

 

 

 

4:10 p.m.

G1-6

W. Eberbach and J. Roser (Universitat Freiburg, Germany)

 

 

 

Thermal Rearrangement of cis-Enyne-Substituted Oxiranes. A Novel    Route to 2-Vinylfurans

 

 

 

 

 

4:30 p.m.

G1-7

M.T.H. Liu (University of Prince Edward Island, Canada)

 

 

 

Intramolecular vs Intermolecular Reactions in Benzylchlorocarbene

 

 

 

 

 

4:50 p.m.

G1-8

F. Babudri, S. Florio, E. Epifani and G. Ingrosso (Universitŕ Bari, Italy)

 

 

 

Reactions of Aza-Aromatic Heterocycles with Grignard Reagents

 

 

 

 

 

5:10 p.m.

G1-9

A.L. Weis (Weizmann Institute, Israel)

 

 

 

Chiral Substrates Containing Tetra- and Dihydropyrimidine Rings

 

 

August 12 (Monday) Room: AL 105 2:30 - 5:30 p.m.

 

General Session G2

Heterocycles in Organic Synthesis

 

 

 

(Co-Chaired by E Warnhoff and Z.-T. Huang)

 

2:30 p.m.

G2-10

H. Suschitzky, R. Neidlein and H. Uhl (University of Salford, England)

 

 

Synthetic Uses of 5-Azidoisobenzimidazole

 

 

 

2:50 p.m.

G2-11

J.L. Charlton and M.M.Alauddin (University of Manitoba, Canada)

 

 

E,E- and E,Z-o-Quinodimethanes: Preparation and Reactions

 

 

 

3:10 p.m.

G2-12

A. Schwan and J. Warkentin (McMaster University, Canada)

 

 

A New Δš 1-1,2,4-Triazoline

 

 

 

3:30 p.m.

G2-13

M. Westling and T. Livinghouse (University of Minnesota, USA)

 

   

An Approach to the Synthesis of Heterocycles Via Nitrilium Ion and Related Cyclizations

 

 

 

3:50 p.m.

G2-14

U.-H. Dolling, D.L. Hughes, A. Bhattacharya, K.M. Ryan, S. Karady, L.M. Weinstock and E.J.J. Grabowski (Merck, Sharp & Dohme, USA)

 

   

Quaternary Ammonium lons Derived fram Cinchona Alkaloids as Chiral Phase Transfer Catalysts: Applications and Mechanism

 

 

 

4:10 p.m.

G2-15

A. Deratani, N.-H. Li, D. Horak, G.D. Darling and J.M.J. Fréchet (University of Ottawa, Canada)

 

 

Polymer-Bound Catalysts Based on Resins Containing Pyridine or Benzimidazole Moieties

   

 

 

4:30 p.m.

G2-16

G.S. Poindexter and EP. Woo (Dow Chemical, USA)

 

   

Use of 2-Oxazolidinones as Latent Aziridine Equivalents - Aminoethylations of Anilines, Phenol, and Thiophenols

 

 

 

4:50 p.m.

G2-17

H. Neunhoeffer and S. Göring (Universität Darmstadt, Germany)

 

 

Cycloadditions with 1,2,4-Triazines

 

 

 

5:10 p.m.

G2-18

L.H. Klemm, J.N. Louris, W. Boisvert, C. Higgins and D.R. Muchiri (University of Oregon, USA)

 

   

Synthetic Routes to 5- and 7-Substituted Thieno [3,2-b]pyridines from the N-Oxide

 

August 12 (Monday) Room: ML 354 2:30 - 5:30 p.m.

General Session G3

Novel Heterocyclic Pharmaceuticals

 

(Co-Chaired by: R.R. Schmidt and G.A. Poulton)

 

2:30 p.m.

G3-19

E. Esmans, M. Belmans, F. Alderweireldt and J. Lepoivre (University of Antwerp, Belgium)

 

 

 

Synthesis of 2-Pyridine-C-Nucleosides

 

 

 

 

 

2:50 p.m.

G3-20

S.W. Schneller, P.D. Stull and D.R. Sauer (University of South Florida, USA)

 

 

 

The Synthesis and Biological Properties of Two Formycin Analogues

 

 

 

 

 

3:10 p.m.

G3-21

M. Cushman, W.C. Wong and A. Bacher (Purdue University, IN, USA)

 

 

   

Synthesis of Bis(Trifluoromethylated) Pyrazine-Containing Nitrogen Heterocycles from Hexafluorobiacetyl and Ortho Diamines. Stabilization of the Covalent Dihydrates of Pteridines and Pyrido [3,4-b]pyrazines by Trifluoromethyl Groups

 

 

 

 

 

3:30 p.m.

G3-22

G. Bernáth, J. Kóbor, F. Fűlöp, and P. Sóhar, (University Medical School, Szeged, Hungary)

 

 

   

Synthesis of Stereoisomeric Isoquinoline-Condensed Heterocycles as Potential Pharmacons

 

 

 

 

 

3:50 p.m.

G3-23

M. Nakane and J.A. Reid (Squibb, Princeton, NJ, USA)

 

 

 

A Stereospecific Synthesis of 7-Thiabicyclo[2.2.1]heptane Prostaglandin Analogs: Potent Thromboxane A2 Receptor Antagonists

 

 

 

 

 

4:10p.m.

G3-24

T.F. Tam, R.W. Spencer, E.M. Thomas, L. Copp, A. Krantz, Syntex, Canada

 

 

 

Novel Suicide Inhibitors of Serine Proteinases. Inactivation of Human Leukocyte Elastase by Yneno Lactones

 

 

 

 

 

4:30 p.m.

G3-25

D. Kronenthal, P. Kuester and W.H. Koster (Squibb, Princeton, NJ, USA)

 

 

 

Monobactam Analogs. Total Synthesis and Biological Activity of 2-Oxa-1-azabicyclo[4.2.0]octan-8-one-3-Carboxylic Acids

 

 

 

 

 

4:50 p.m.

G3-26

P.D. Weeks, D.K. Pirie and RA. Volkmann (Pfizer, USA)

 

 

 

Boron Trifluoride Mediated Condensations of Oxime Ethers with 6-Halo-penicillinate Grignard Reagents

 

 

 

 

 

5:10 p.m.

G3-27

G.I. Georg, H.S. Gill and C. Gerhard (University of Kansas, USA)

 

 

 

Stereo- and Enantioselective Synthesis of Chiral 3-(1' -Hydroxyethyl)-2-azetidinones from 3-Hydroxybutyrates

 

POSTER SESSIONS

August 12 (Monday) Federation Hall 11:30 a.m. - 1:30 p.m.

 

5:30 p.m. - 7:00 p.m.

Poster Session P1

Heterocycles in Organic Synthesis

P1-1

L.Ciszewski, Medical Academy Banacha, Warsaw, Poland

 

 

A Nucleophilic Substitution of D,L,Cis-Trans Trisubstituted 1,3-Dioxolane in Dependence on the Reaction Conditions

 

P1-2

L.Ciszewski, Medical Academy Banacha, Warsaw, Poland

 

 

A New Total Synthesis of R,S-2,3,4-Trisubstituted 1-Azabicylo[2.2.2]octane by Phase- Transfer Catalysis

 

P1-3

G.D. Darling, and J.M.J. Fréchet, University of Ottawa, Canada

 

 

Polymers Containing Pendant N-Alkyl-2-Halopyridinium Moieties and Their Applications in Organic Synthesis

 

P1-4

W.K. Fife and P. Floreancig, Purdue University at Indianapolis, IN, USA

 

 

Synthetic Applications of 1-Acyloxypyridinium Ions: Alkylation with Carbanions and Carbanion Equivalents

 

P1-5

Y. Okamato, T. Kinoshita, M. Shirai, and Y. Matsumoto, Kitasato University, Japan

 

 

Capture of Borane in Aqueous Media. 2-Amino-N-Heterocycles as Trapping Tool

 

P1-6

Ph. Guerry, St. Huber, R. Neier, Universitat Fribourg, Switzerland

 

 

Photochemical Cycloadditions to 5,6-Dihydropyridinones-4

 

P1-7

T. Nagasaka, H. Tamano, and F. Hamaguchi, Tokyo College of Pharmacy, Japan

 

 

Conversion of Lactams to α-Substituted Cyclic Amines

 

P1-8

H. Takahata, T. Suzuki, N. Hamada, and T. Yamazaki, Toyama University, Japan

 

 

Reaction of Lithiated Thiolactams with Electrophiles

 

P1-9

R.S. Ward,University Collega of Swansea, Wales

 

 

Reactions of β-Ketoesters with 2-Cyano-1,2,5,6-tetrahydropyridines

 

P1-10

D.M. Roland and W. Macchia, CIBA-GEIGY, Ardsley, NY, USA

 

 

Preparation of Substituted 2-Aminopyridines

 

P1-11

G.R. Newkome, G.E. Kiefer, and N. Matsumara, Louisiana State University, USA

 

 

Synthesis of Vinyl Derivatives of Phenanthroline and Dipyridine

 

P1-12

M.A. EI Sekily and S. Mancy, Alexandria University, Egypt

 

Heterocycles from Carbohydrate Precursors. Studies on Dehydro-D-arabino Ascorbic Acid 2-Arylhydrazone 3-oximes: Conversion into Substituted Triazoles and Isoxazolines

P1-13

I. Maeba, O. Hara, M. Suzuki, and H. Furukawa, Meijo University, Nagoya, Japan

 

Synthesis of 5-Hydroxy-5-(β-D-Ribofuranosyl)-3-pyrrolin-2-one from Glycosyl Furan

P1-14

Z.J. Witczak, Purdue University, West Lafayette, IN, USA

 

The Preparation and Chemical Transformation of Glycopyranosyl Selenocyanates

P1-15

J.M. Koekemoer, C.W. Holzapfel, A.D. Swanepoel, and A.E. von Platen, Rand Afrikaans University, Johannesburg, S. Africa.

 

Approaches to the Synthesis of Heteroprostanoids Using Carbohydrate Derived Heterocycles

P1-16

A.C.C. Freitas, M.A Khan and M. de O. Rodrigues, Universidade Federal do Rio de Janeiro, Brazil

 

Transformations in the Pyrazole Series

P1-17

A. Jonczyk, J. Wlostowska, W. Wozniak, and M. Makosza, Technical University, Warsaw, Poland

 

Reactions of Tosylhydrazones of Benzaldehyde and Benzophenone with Cyano-alkenes in Two-phase Basic Medium

P1-18

M. Los, R.K. Russell, J.J. Hand, P.C. Lauro, B.L. Lences, T.A Lies, EM. Parker, and P.J. Wepplo, American Cyanamid, Princeton, NJ, USA

 

Metalation of Imidazolinylbenzenes in the Synthesis of Novel Herbicides

P1-19

M. Los, R.K. Russell, P.C. Lauro, B.L. Lences, S.K. Hadden, T.E. Brady, and P.J. Wepplo, American Cyanamid, Princeton, NJ, USA

 

Metalation of 2-(2-pyridyl)-imidazolinones in the Synthesis of Novel Herbicides

P1-20

P.K. Kadaba and S.B. Edelstein, University of Kentucky, USA

 

Nickel Peroxide Oxidation of Δ˛-1,2,3-Triazolines: A Versatile General Synthetic Route for 1H-1,2,3-Triazoles

P1-21

T. Ueda and J. Sakakibara, Nagoya City University, Japan

 

Utilization of Organic Selenium Compounds: Nucleophilic Reaction on Some Condensed Isoselenazoles

P1-22

C.W. Holzapfel, J. Koekemoer, and M. van Dyk, Rand Afrikaans University, Johannesburg, S. Africa

 

The Synthesis and Ring Opening of Substituted 3-Cyanohexahydronaphth[2,3e]-1,2-oxazines

P1-23

J.-W. Chern, D.S. Wise, Jr. and L.B. Townsend, University of Michigan, USA

 

A Novel Method for the Conversion of a N,N'-Disubstituted Thiourea into an O-Methyl-N,N'-Disubstituted Pseudourea

P1-24

S. Zen, E Kaji, and K. Takahashi, Kitasato University, Tokyo, Japan

 

A Novel Ring Transformation of 4-Substituted-3,5-Bis(Methoxycarbonyl)-2-isoxazoline 2-Oxides by Lewis Acids

P1-25

J.-M. Fang, L-F. Liao, and B.-C. Hong, National Taiwan University, China

 

Regio- and Diastereo-Selective Reactions of Dithio-Substituted Crotyllithium with . Carbonyl Compounds

P1-26

M. Garrossian, University of Mazandaran, Iran

 

New Developments for the Preparation of α-Alko Thio Wittig Reagents

P1-27

S. Forsey, D. Rajapaksa, and R. Rodrigo, University of Waterloo, Canada

 

Isobenzofurans in Organic Synthesis: The Synthesis of (ą) Podophyllotoxin and Five Stereoisomeric Podophl/lum Lignans from a Common Intermediate

P1-28

G. Weeratunga, D. Rajapaksa, and R Rodrigo, University of Waterloo, Canada

 

Isobenzofurans in the Synthesis of Natural Products: The Synthesis and Revision of the Relative Stereoehemistry of (ą) Lirionol

P1-29

K. Ito, K. Nagasawa, and J. Maruyama, Hokkaido Institute of Pharmaceutical Sciences, Japan

 

Selenium Dioxide Oxidation of Methyl-Substituted Coumarins, Chromones and Analogous Heterocycles

Poster Session P2

Physical and Spectral Properties of Heterocycles

P2-30

A.L. Baumstark, D.W. Boykin, and P.C. Vasquez, Georgia State University, USA

 

17O NMR Spectroscopy (Natural Abundance) of Heterocycles: Anhydrides

P2-31

E. Aiello, G. Dattolo, G. Cirrincione, A.M. Almerico, R.A. Jones, and W. Hinz, Universitŕ di Palermo, Italy

 

C-13 NMR Studies in Pyrrole Series

P2-32

K. Matsumoto, T. Uchida, Y. Ikemi, K. Aoyama, and H. Fujita, Kyoto University, Japan

 

Carbon and Nitrogen Nuclear Magnetic Resonance Spectra of Cycloimmonium Ylids

P2-33

R.S. Salman, A.H. Hassan, University of Baghdad, Iraq

 

Carbon-13 Chemical Shift of 1-R-2,4,6-Trimethyl Pyridinium Salts

P2-34

D.R. Adams, T. Coleman, C. Longo, N. Morante, and V. Lo Russo, Universidad Central de Venezuela, Caracas, Venezuela

 

Synthesis of Substituted Aminoquinolines

P2-35

A.-T. Hansson, Pharmacia AB, Uppsala, Sweden

 

New 2-Carboxypropyl-Substituted 1,10-Phenanthrolines

P2-36

M. Kuroki, Y.Tsunashima, and T. Takido, Nihon University, Tokyo, Japan

 

Ring Strain of 4,5-Dimethylated Carbazoles

P2-37

C.A. Lipinski, RH. Craig, and R.B. Wright, Pfizer Inc., Groton, CN, USA

 

2-Amino- and 2-Guanidino-4- Thiazolylpyrimidines

P2-38

Z.S. Salih and D.A. Al-Sammerrai, University of Baghdad, Iraq

 

Study of the Thermal Stability of 6-Substituted-1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrrolo[2,3-d] pyrimidines

P2-39

J.N. Vallat, G. Barthelemy, E Roussey, and Y. Rouzier, Sanofi Recherche, Toulouse, France

 

N-Substituted-s-triazolo[4,3-a]pyrimidin-5-ones: Synthesis, Structure Elucidation and Pharmacological Properties

P2-40

M. Raban, L. Craine, H. Chang, and E. Hortelano, Wayne State University, MI, USA

 

Chemistry and Stereochemistry of N-Arenesulfenylbenzimidazoles

P2-41

R. Chęnevert, A. Rodrigue, D. Chamberland, J. Ouellet, and R. Savoie, Laval University, Québec, Canada

 

Complexation of Inorganic and Organic Acids by Crown Ethers

P2-42

P. Tarburton, Tung Sun M.L. Gross, and N.H.Cromwell,Univcrsity of Nebraska USA

 

The Mass Spectra of Small Ring Heterocycles

P2-43

M.B. Hocking, University of Victoria, Canada

 

Mass Spectral Studies of the Electron Impact Stabilities of Phospholes and Related Compounds

P2-44

EC. Alyea, R. Rice, and J. Malito , University of Guelph, Canada

 

Phosphole Systems: Comparison of Triphenylphosphine and 5-Phenyldibenzophosphole

P2-45

V.P. Mamaev, S.G. Baram, and O.P. Shkurko, Institute of Organic Chemistry, Novosibirsk, USSR

 

Electronic Effects of Substituted Heteroaryl Groups

P2-46

E.G. Janzen, D.L. Haire, G.A. Coulter, and J.W. Hilborn, University of Guelph, Canada

 

Heterocyclic Compounds as Detectors of Free Radicals. Pyrroline-N-Oxides as Spin Traps

P2-47

R.E. Kohrman, J.W. Bunce, R. Beyersdorf, and T.J. Beck, Central Michigan University, USA

 

The Scope of Photochromism Observed in Sulfonate Esters of 3-Flavonol

Poster Session P3

Mechanism and Reactivity in Heterocyclic Chemistry

P3-48

J. Pielichowski and R. Popielarz, Politechnika Krakowska, Poland

 

Reactivity of Some Heterocycles in Phase- Transfer Catalyzed Rections with Trichloroethylene

P3-49

C-S. Chien, T. Kawaski, and M. Sakamoto, Meiji College of Pharmacy, Tokyo, Japan

 

Oxidation of Furan, Pyrrole, Thiophene, Benzo[b]furan, and Benzo[b]thiophene with Oxodiperoxomolybdenum(VI), MoO5.HMPA

P3-50

V.K. Ahluwalia, K.K. Arora, G. Kaur, and B. Mehta, University of Delhi, India

 

An Unusual Observation in the Synthesis of Thiazoles

P3-51

F. Fülöp, G. Csirinyi, G. Bernŕth, and P. Sohár, University Medical School, Szeged, Hungary

 

Synthesis of cis- and trans-Trimethylene-1 ,3-Oxazine and Thiazine Derivatives

P3-52

S.J. Hodson and K. Turnbull, Wright State University, OH, USA

 

Bromination of Sydnones

P3-53

G. Zvilichovsky and M. David, The Hebrew University of Jerusalem, Israel

 

The Effect of C-H.. .O Hydrogen Bonds on the Formation and Reactivity of Isoxazolium Enolates

P3-54

K. Konuma, H. Hasegawa, and K. Itabashi, Nihon University, Japan

 

Hydrogenolyses of Benzothiazole and Benzoxazole with MoS3 Catalyst

P3-55

P.W. Jennings, S.B. Gingerich, and K.P. Manfredi, Northern State College, Aberdeen, SD,USA

 

Mechanism of the Peracid Oxidation of Trialkylated Furans

P3-56

U. Rao, G. Ariamala, and K.K. Balasubramanian, Indian Institute of Technology, Madras, India

 

Novel Transformations of Bromophenyl Propargyl Ethers, Bromonaphthyl Propargyl Ethers and ω-Bromophenyl Propargyl Ether

P3-57

B.D. Beaver, J.V. Cooney, and J.M. Watkins, Jr., Naval Research Laboratory, Washington, DC, USA

 

Autoxidation of Alkylpyrroles

P3-58

W.J. Houlihan, Y. Uike, and V.A. Parrino, Sandoz, East Hanover, NJ, USA

 

An Unexpected Mono- or Di-Arylsulfenylation of N-Methylindoles by Arylsulfonyl Chlorides

P3-59

T.M. Schultz, K. Brown, and L.J. Wolfram, Clairol Research Laboratories, Stamford, CT, USA

 

Metal Ion-Catalyzed Reactions of 5,6-Dihydroxyindoles

P3-60

S.F. Vice, H.N. deCarvalho, F. Lu, and G.I. Dmitrienko, University of Waterloo, Canada

 

Generation, Spectroscopic Detection and Reactions of Indole-2,3-Quinodimethanes: 1,3-Dihydrothieno[3,4-b]indole-2,2-dioxides

P3-61

S.F. Vice, R.W. Friesen, G. MacKinnon, A.D.C. Chan, N.J. Taylor, and G.I. Dmitrienko, University of Waterloo, Canada

 

N1 versus C3 Sulfenylation of Indoles: Synthesis and Properties of N-Sulfenylindoles

P3-62

R.A.Jones, and J.S. Arques, University of East Anglia, Norwich, England

 

Reactivity of Vinylazoles with Acetylenic Esters and Ethyl Azodicarboxylate

P3-63

T. Kurihara, M. Hanakawa, S. Harusawa, Osaka College of Pharmacy, Japan

 

A Novel Synthesis of 1-Aminocarbazoles

P3-64

M. Bruix, M.L Castellanos, M.A. Martin, and J. de Mendoza, Universidad Autonoma de Madrid, Spain

 

Regioselective Nucleophilic Substitution in Activated 1-Aminopyrazolium Cations: A Facile Synthesis of 5-Substituted 1-Methylpyrazoles

P3-65

G. Szilágyi and P. Dvortsák, Institute for Drug Research, Budapest, Hungary

 

Acylation of 1,3-Disubstituted-5-Aminopyrazoles

P3-66

F.I. Carroll and A. Philip, Research Triangle Institute, NC, USA

 

Synthesis and Thermal Rearrangement of Spiro[2-Methyl-3-Phenylcyclopropane-1,5']-2',4',6'-Pyrimidinetrione. Novel Synthesis of 5-Methyl-6-Phenyl-5, 6-Dihydrofuro [2,3d]-2,4-(3H)-Pyrimidinedione

P3-67

D.A. de Bie, G. Geurtsen, and H.C. van der Plas, Agricultural University Wageningen, The Netherlands

 

Ring Transformations of 5-Nitropyrimidine into 2-Substituted 5-Nitropyrimidine with Amidines

P3-68

A.F.M. Fahmy, J. Sauer, M.S.K. Yousef, M.S. Abd-El-Halim, and M.A. Hassan, Ain Shams University, Cairo, Egypt

 

Novel Synthesis of Pyridopyrimidine Diones

P3-69

I.Hermecz, B. Podányi, J. Sipos, and Z. Mészáros, Chinoin Pharmaceutical and Chemical Works Ltd., Budapest, Hungary

 

An Unusual Reaction Between Chloral and 4-Oxo-6,7,8,9-tetrahydro-4H-pyrido[1,2‑a]pyrimidines

P3- 70

S.H. Krawczyk, O.L. Acevedo, and L.B. Townsend, University of Michigan, USA

 

Synthesis of Some Azolopyrimidines

P3-71

A.L. Weis, A. Vishkautsan, and F. Frolow, The Weizmann Institute, Israel

 

Synthesis, Structure, and Imine-Enamine Tautomerism of 1,2- and 2,5-Di-hydropyrimidines

P3-72

O.A. Zagulayeva and V.P. Mamaev, Institute of Organic Chemistry, Novosibirsk,USSR

 

Synthesis and Properties of Pyrimidinylidene Derivatives

P3-73

P. Victory and M. Garriga, Instituto Quimico de Sarria, Barcelona, Spain

 

Cyclization of Dinitriles by Hydrogen Halides. A Case in which the Tautomerism, the Thermic Level and even the Nature of the Halide Direct the Cyclization

P3-74

W.M. Stalick, G.W. Mushrush, J.V. Cooney, and J. Hohman, George Mason University, Fairfax, VA, USA

 

Structure vs Reactivity of Model Long Chain Alkylpyridines at 450˚

P3-75

S.N. Balasubrahmanyam, and B. Jeyashri, Indian Institute of Science, Bangalore, India

 

Formation of 2,6-Diarylpyridines from 2-Aryl-1,5-Diazapentadieniums: Intermediacy of α-Aryl Enamines

P3-76

S. Avramovici-Grisaru and S. Sarel, Hebrew University, Jerusalem, Israel

 

Metal-Induced Nitrogen-Centered Metathesis of Aroyl Hydrazones into Corresponding Azines and Di-Aroyl Hydrazides

P3-77

H. Nagano, I. Matsunaga, and M. Hamana, Chugai Pharmaceutical Co., Tokyo, Japan

 

Some Reactions of Nicotinic Acid 1-Oxide Derivatives

P3-78

J.W. Bunting and D. Stefanidis, University of Toronto, Canada

 

Rates of Ferricyanide Oxidation of Heteroaromatic Cations

P3-79

H. Kawachi, K. Isomura, and H. Taniguchi, Kyushu University, Japan

 

The Reaction Mechanism Forming Nitrogen Containing Heterocycles via Vinyl Nitrene

P3-80

Isao Takeuchi, Y. Shibata, and Y. Hamada, Meijo University, Nagoya, Japan

 

Reaction of N-Alkylheteroaromatic Cation with Phosphite

P3-81

W. Dostal and G. Heinisch, University of Vienna, Austria

 

Reissert Type Reactions on Simple Pyridazines

P3-82

M.P. Groziak, J-W. Chern, and L.B. Townsend, University of Michigan, USA

 

Heterocyclic Synthesis via a 1,3-Dicyclohexylcarbodiimide-Mediated Cyclo-desulfurative Annulation Reaction. New Methodology for the Preparation of Guanosine and Guanosine- Type Nucleoside Analogs

P3-83

D.T. Hurst, U.B. Lakhani, P.M. Winter, and J. Wyer, Kingston Polytechnic, Kingston-upon-Thames, England

 

Charge Transfer Interactions Between Nucleosides and Some Related Compounds and Catechol in Aqueous Solution

P3-84

D.T. Hurst, M. Johnson, M. Momin, and J.R. Seymour-Shove, Kingston Polytechnic, Kingston-upon- Thames, England

 

The Nitration of Some Phenyl-Substituted N-Heterocycles

P3-85

P-O. Andersson, J. Bergman, and P. Sand, Royal Institute of Technology, Stockholm, Sweden

 

Alkyl Oxalates as General Alkylating Agents

P3-86

T-s. Chou and L-J. Chang, Academia Sinica, Taiwan, China

 

Ring-opening of Norbornadiene Sulfone by Nucleophilic Attack

P3-87

M. Daneshtalab and S.F. Golaziz, Tehran University, Iran

 

Reaction of Methylketene Dimer with α-Amino-N-Heterocyclic Compounds

P3-88

L. Fodor, J. Szabó, G. Bernáth, P. Sohár, and J. Tamás, University Medical School, Szeged, and Hungarian Academy of Sciences, Budapest,  Hungary

 

Ring Transformations of Linearly and Angularly Condensed 1,3-Benzothiazine-chloro- β-lactams

P3-89

S.N. Eğe, T.M. Dewey, L Moore, and G.E. Ghastin, University of Michigan, USA

 

Preparation of a Pyrazolinone Spirooxirane by Electron Transfer Reactions

P3-90

P.R. Iyer, C.S.R. Iyer and K.S.R. Mohan Rao, Indian Institute of Technology, Bombay, India

 

Thermal Rearrangement of Angular Dihydropyranoisoflavone Carboxylic Acids to Linear Dihydropyranoisoflavones

P3-91

W. Löwe, P. Jeske, A. Kietzmann, and C. Műller-Menke, Freie Universitat Berlin, Germany

 

Novel Ring Transformations of Chromone and 1,2-Benzoxathiine Derivatives

P3-92

M.M. Kayser and L. Breau, Mount Allison University, Canada

 

Regioselectivity Patterns in Nucleophilic Additions to Unsymmetrically Substituted Cyclic Anhydrides

P3-93

K.C. Khemani and J.F. King, The University of Western Ontario, Canada

 

1,2-Oxathietane 2,2-Dioxide (β-Sulfone) as a Short-Lived Intermediate in the Hydrolysis of 2-Hydroxyethanesulfonyl Chloride

P3-94

L. Lopez, Universitŕ di Bari, Italy

 

Synthesis of 4a,8a-Diphenyl-2,3,4a,6,7 ,8a-hexahydro-p-dioxino-[2,3-b]-p-dioxin

P3-95

Y.-F. Zhao, S.J. Van, M.-C. Ye, and C. Zhai, Academia Sinica, Beijing, China

 

Mechanism on Iodine-Induced Cyclization Reaction of Unsaturated Dialkyl-phosphonates

P3-96

F.A. Neugebauer and S. Kuhnhäuser, Max-Planck-Institut, Heidelberg, Germany

 

A Double-Layered Triphenylamine

P3-97

K.-L. Mok and M.J. Nye, University of Guelph, Canada

 

Tautomerism of Xanthine

 

August 12 (Monday) Federation Hall 11:30 a.m. - 1:30 p.m

                                                               5:30 p.m. - 7:00 p.m.

 

Poster Session P4

Sterochemistry of Heterocycles

P4-98

M.R. Ibrahim, Z.A. Fatafta, and N.H. AI-Said, Yarmouk University, Irbid, Jordan

 

Conformational Analysis of 1,4-Diacyl- and 1,4-Diaroyl-6,7-Dimethyl-1,2,3,4-tetrahydroquinoxalines

P4-99

G. Bernáth, G. Stájer, A.E. Szabó, G. Argay, and A Kálmám , University Medical School, Szeged, Hungary

 

Synthesis and Steric Structure of Partially Saturated 3,1-benzoxazines and Related Compounds

P4-100

J. Fischer and W. Steglich, Gedeon Richter Works, Budapest, Hungary

 

Investigation of the Claisen Rearrangements of Chiral Propargyl Groups on Azlactones

P4-101

I.Yavari,University of Mazandaran, Iran

 

A Dynamic Nuclear Magnetic Resonance Spectroscopic Study of Conformational Properties of 1H-Octahydroazonine (Azacyclononane)

P4-102

J. Bergman and U. Tilstam, Royal Institute of Technology, Stockholm, Sweden

 

A Sterochemical Study of 2,3-Dihydroindoles

P4-103

J.M. McIntosh and P. Mishra, University of Windsor, Canada

 

Steroselectivity in the Alkylation of lithiated Imines of Glycinates

 

August 12 (Monday) Village 2, South 102 Lounge

5:30 p.m. General Meeting of the International Society of Heterocyclic Chemistry

 

August 13 - Tuesday

PLENARY LECTURES

August 13 (Tuesday) Humanities Theatre, J.G. Hagey Hall (HH)

8:30 a.m.

PL-3

A. Dondoni, Universitŕ di Ferrara, Italy

 

 

Synthetic Aspects of the Chemistry of Silylthiazoles and Silyloxazoles

 

 

(Chairman: D.J. Chadwick)

9:45 a.m.

PL-4

E. Fujita,Osaka College of Pharmacy, Japan

 

 

Recent Progress on Asymmetric Synthesis Utilizing C-4 Chiral Thiazolidine-2-thione

 

 

(Chairman: P. Yates)

10:45 a.m.

PL-5

V. Jäger, Universität Wűrzburg, Germany

 

 

Synthesis via Isoxazolines: Old Concepts and Recent Results on Stereoselection at Isoxazoline Ring and Adjacent Centres

 

 

(Chairman: S.M. Weinreb)

 

SPECIAL SYMPOSIA

August 13 (Tuesday) Room: AL 113 2:00 - 5:00 p.m.

Special Symposium S5

Heterocyclic Agrochemicals Il

 

 

(K. Potts, Organizer and Chairman)

 

2:00 p.m.

S5-26

H. Wamhoff, A. Böhle, M. Ertas, G. Haffmanns, G. Hendrikx, W. Schupp and M. Zahran, Universität Bonn, Germany (Invited Contributed Paper)

 

 

Dihalogentriphenylphosphoranes, Versatile Reagents in the Synthesis of Novel Heterocyclic Systems of Agrochemical Importance

 

 

 

2:30 p.m.

S5-27

A.G. Schultz, P. Sundararaman, M. Macielag, F. Lavieri and M.Welch, Rensselaer Polytechnic Institute, NY, USA (Invited Contributed Paper)

 

 

Enantioselective Control in the Reductive Alkylation of Aromatic and Heteroaromatic Ring Systems

 

 

 

3:00 p.m.

S5-28

B.L. Chenard, DuPont, Wilmington, DE, USA (Invited Contributed Paper)

 

 

The Chemistry of Pentathiepins

 

 

 

3:30 p.m.

S5-29

A.D. Brewer, Uniroyal Ltd., Guelph, Canada (Invited Contributed Paper)

 

 

Synthesis and Agricultural Activity of Dihydro-1,4-Dithiin Tetraoxides

4:00 p.m.

S5-30

L.F.Lee, R.K. Howe, M.G. Dolson and B.R. Stults, Monsanto, St. Louis, MO, USA (Invited Contributed Paper)

 

 

Synthesis of Heterocycles from 3-Aminoacrylates

 

 

 

4:30 p.m.

S5-31

R.F. Doehner, American Cyanamid, Princeton, NJ, USA (Invited Contributed Paper)

 

 

Oxidation of Dihydropyridones to Polyfunctional Pyridines in POCl3

 

August 13 (Tuesday) Room: PAS 2083 1:30 -4:30 p.m.

 

Special Symposium S6 Bioorganic Chemistry of Heterocyclic Systems
   

(G.I. Dmitrienko, Organizer and Chairman)

 

1:30 p.m.

S6-32

T.C. Bruice, University of California, Santa Barbara, USA (Invited Lecturer)

 

 

Monooxygen Transfer Reactions Dependent Upon Flavins and Metalloporphyrins

2:30 p.m.

S6-33

N.J. Leonard, University of Illinois, USA (Invited Contributed Paper)

 

 

Spatial Tolerance of Watson-Crick DNA, RNA Cross Sections

3:00 p.m.

S6-34

J.W. Bunting, University of Toronto, Canada (Invited Contributed Paper)

 

 

Relative Reactivities of Heteroaromatic Cations Towards Reduction by 1,4‑Dihydronicotinamides

3:30 p.m.

S6-35

R. Kluger, M. Brandl, G. Thatcher and G. Gish, University of Toronto, Canada (Invited Contributed Paper)

 

 

Heterocyclic Catalysis of Biological CO2 Transfer

4:00 p.m.

S6-36

A. Krantz, Syntex, Canada (Invited Contributed Paper)

 

 

New Heterocyclic Inhibitors of Clinically Relevant Enzymes

 

August 13 (Tuesday) Theatre of the Arts, ML 2:30 - 5:00 p.m.

Special Symposium S7 Current Trends in Natural Product Chemistry I

(Syn) (R.H.F. Manske Symposium)

(R. Rodrigo and V. Snieckus, Organizers and Chairmen)

C. Burgener, Computer Science, University of Waterloo, Canada Introductory Remarks

2:30 p.m.

S7-37

P.D. Magnus, Indiana University, USA (Invited Contributed Paper)

 

 

Recent Progress Towards the Synthesis of Complex Alkaloids

3:00 p.m.

S7-38

T.R. Kelly, R.J. Armstrong-Chong and N. Ohashi, Boston College, MA, USA (Invited Contributed Paper)

 

 

Studies Directed Toward the Synthesis of Fredericamycin

3:30 p.m.

S7-39

T. Hino, H. Fukushima, L.J. Jun, T. Kawate, M. Ito, Y. Hasegawa, M. Taniguchi and M. Nakagawa, Chiba University, Japan (Invited Contributed Paper)

 

 

Synthesis of Micotoxins Derived from Tryptophan

4:00 p.m.

S7-40

E. Benkert, S. Bienz, A. Guggisberg, J. Hajicek, A. Lorenzi-Riatsch, K. Kostova, B. Milenkov, Y. Nakashita, M. Süsse, R. Wälchli and M. Hesse, Universität Zürich, Switzerland (Invited Contributed Paper)

 

 

Medium and Large Ring Heterocycles by Ring Enlargement Reactions

4:30 p.m.

S7-41

S.F. Martin,University of Texas, USA (Invited Contributed Paper)

 

 

Recent Applications of Intramolecular Diels-Alder Reactions to Alkaloid Synthesis

 

August 13 (Tuesday) Room: AL 116         1:30 - 5:00 p.m.

Special Symposium S8 Metalation of Heterocycles Il

(G. Gribble, Organizer and Chairman)

1:30 p.m.

S8-42

G. Queguiner, Université de Rouen, France (Invited Lecturer)

 

 

New Functionalization Method for Pyridines and Quinolines. Application to Synthesis

2:30 p.m.

S8-43

J. Epsztajn, University of Lodz, Poland (Invited Contributed Paper)

 

 

New Synthetic Method for 2,3- and 3,4-Disubstituted Pyridine Derivatives

3:00 p.m.

S8-44

J.A. Turner, Dow Chemical, CA, USA (Invited Contributed Paper)

 

 

An Ortho Metalation Approach to the Synthesis of 1,X-Naphthyridines

3:30 p.m.

S8-45

G.R. Newkome, Louisiana State University, USA (Invited Contributed Paper)

 

 

Stable Organometallics via Cyclometallation. Syntheses, Structure, and Chemistry

4:00 p.m.

S8-46

N.S. Narasimhan and R. Ammanamanchi, University of Poona, India (Invited Contributed Paper)

 

 

An Unusual Observation on the Lithiation of 2-Iodo-3-hydroxymethylquinoline

4:30 p.m.

S8-47

F. Effenberger and A. Krebs, Universität Stuttgart, Germany (Invited Contributed Paper)

 

 

Regioselective Substitution of Heterocycles by Desilylation Reactions

 

GENERAL SESSIONS - ORAL PRESENTATIONS

August 13 (Tuesday) Room: AL 124 2:30 - 4:50 p.m.

General Session G4 Synthesis of Simple Heterocycles I

(Co-Chaired by: J. McIntosh and N. De Kimpe)

2:30 p.m.

G4-28

E.C. Taylor and J.E. Macor (Princeton University, NJ, USA)

 

 

Diels-Alder Reactions with 1,2,4-Triazines: Novel Routes to Thieno(2,3‑c)Pyridines and Thieno(2,3-b)pyridines

2:50 p.m.

G4-29

C. Stropnik, L. Golic, B. Husu, B. Stanovnik and M. Tisler (University of Ljubljana, Yugoslavia)

 

 

New Synthetic Approach for Pyrimidines or Pyridines from Enamines

3:10 p.m.

G4-30

P. Kaiser, T. Kappe, C. Kos, G. Megyeri, P.H. Olesen, W. Stadlbauer and S. Zengerer (Universität Graz, Austria)

 

 

Synthesis and Reactions of 3,5-Substituted Pyridazines

3:30 p.m.

G4-31

H. Ulrich, R. Richter and B. Tucker (Upjohn, North Haven, CT, USA)

 

 

Novel Carbodiimide Cycloaddition Reactions

3:50 p.m.

G4-32

R.M. Cory, B.M. Ritchie and A.M. Shrier (University of Western Ontario, Canada)

 

 

Synthesis of α,β-Butenolides

4:10p.m.

G4-33

B. Stanovnik, B. Furlan, B. Huc, B. Koren, M. Merslavic, A. Stimac, M. Tisler and M. Zlicar (University of Ljubljana, Yugoslavia)

 

 

1,3-Dipolar Cycloaddition of Diazoalkanes to Heteroaromatic 6π,10π, and 14π-Electron Systems. The Syntheses and Transformation of Fused Pyrazoles, Derivatives of Novel Heterocyclic Systems

4:30 p.m.

G4-34

K.-y. Akiba (Hiroshima University, Japan)

 

 

Synthesis and Some Conversion of 3-Substituted 4-(2-oxoalkyl)-1,4-Dihydropyridines and Extension of the Method to Pyrimidine

 

August 13 (Tuesday) Room: AL 105  2:30 - 4:50 p.m

General Session G5 Synthesis of Multiring Heterocycles I

(Co-Chaired by: K. Steliou and W. Houlihan)

2:30 p.m.

G5-35

R. Neidlein, V. Poignée and U. Jäschke (Universität Heidelberg, Germany)

 

 

Syntheses of New Heterocyclic Systems Starting From Benzocyclopropene and Alkoxy-1,6-Methano-(10)-Annulenes

2:50 p.m.

G5-36

D. Seebach and M.A. Brook (ETH Zürich, Switzerland)

 

 

Stabilized Cyclic Nitronates: Intermediates for More Complex Heterocycles

3:10 p.m.

G5-37

G. Kollenz, R. Theuer and W. Ott (University of Graz, Austria)

 

 

Cycloadducts of Isocyanides and Cyclic Vicinal Triones Via Non-Stabilized 1,3-Dipoles

3:30 p.m.

G5-38

D.B. Grotjahn and K.P.C. Vollhardt (University of California, Berkeley, USA)

 

 

Cobalt-Mediated 2+2+2 Cycloaddition Involving Two Alkynes and the C-2,C-3 Bond of Indole Derivatives and Its Application to the Synthesis of Strychnine

3:50 p.m.

G5-39

D.J. Le Count and A.P. Marson (Imperial Chemical Industries, England)

 

 

Cycloaddition Reactions of 3,3-Dialkyl-3H-Indoles with Heterocumulenes

4:10 p.m.

G5-40

V. Nair, D.A Young and S.D. Chamberlain (University of lowa, USA)

 

 

Novel Functionalized C-Alkylated Purine Systems

4:30 p.m.

G5-41

T. Sheradsky and N. Itzhak (Hebrew University of Jerusalem, Israel)

 

 

Reaction of Carbanions with N-Tosyloxyphthalimide. A New Route to Quinoline-2,4-diones

 

August 13 (Tuesday) Room: ML 354 2:30 - 4:50 p.m.

General Session G6 Physical and Spectral Properties of Heterocycles

(Co-Chaired by: M.M. Kayser and A. Weis)

2:30 p.m.

G6-42

C.R. Petrie, N.K. Dalley, G.R. Revankar and R.K. Robins (Brigham Young University, UT, USA)

 

 

Relationship Between Intramolecular Hydrogen Bonding and Biological Activity of Certain Heterocyclic Nucleosides

2:50 p.m.

G6-43

C. Lohse and C.T. Pedersen (Odense University, Denmark)

 

 

Photoisomerization of Cycloalkano-1 ,6,6αλ4-Trithiapentalenes

3:10 p.m.

G6-44

M. Raban, J. Quin III and E. Hortelano (Wayne State University, MI, USA)

 

 

Flipped Out Ionophores

3:30 p.m.

G6-45

W. Kaim, C. Bessenbacher (Universität Frankfurt, Germany)

 

 

Structural and Chemical Properties of Small 1,4-Diaza-1,4-Dihydroheteroaromatics

3:50 p.m.

G6-46

RT. Gampe, Jr., M.J. Musmar, G.E. Martin, M.L.Tedjamulia, R.N. Castle, M.L.Lee and R.E. Hurd (University of Houston, TX, USA)

 

 

Combined Utilization of Heteronuclear Relay and 13C-13C Double Quantum Two-Dimensional NMR Experiments in the Assignment of the 13C-NMR Spectrum of Benzo[b]phenanthro[4,3-d]Thiophene

4:10p.m.

G6-47

D.W. Boykin, P. Balakrishnan and A.L. Baumstark (Georgia State University, USA)

 

 

17O NMR Spectroscopy of Heterocyclic N-Oxides. Steric and Structural Effects

4:30 p.m.

G6-48

M.S. Morales-Rios and P. Joseph-Nathan (Instituto Polytécnico Nacional, Mexico)

 

 

Carbon-13 NMR Assignment of Indole Signals with the Aid of 4-Deuterated Molecules

 

POSTER SESSIONS

August 13 (Tuesday) Federation Hall 11:30 a.m. - 1:30 p.m.

5:30 p.m. - 7:00 p.m.

Poster Session P5

Synthesis of Multiring Heterocycles

P5-104

C. Parkanyi, A.O. Abdelhamid, J.C.S. Cheng, W.D. Lloyd, S.M.K. Rashid, and A.S. Shawali, University of Texas at El Paso, USA

 

New Azaheterocycles from Arylhydrazidoyl Halides and Arylhydroximoyl Chlorides

P5-105

Z.-t. Huang, L.-h. Tzai, Z.-r. Liu, Academia Sinica, Beijing, China

 

Synthesis of Heterocyclic Ketene Aminals and Their Nucleophilic Addition Reactions

P5-106

B.P. Murphy, Clairol Research Laboratories, Stamford, CT, USA

 

Synthesis of 5,6-Dihydroxy- and Diacetoxyindoles and Their 13C-2-13C-3-Labelled Derivatives

P5-107

F.F. Abdel-Latif and Y.S. Mohamed, El-Minia University, Egypt

 

Reaction of Diazo Compounds and Hydrazines on Indolin-2-one Derivatives

P5-108

W.O. Lin and M.AG. Teixeira, Instituto Militar de Engenharia, Rio de Janeiro, Brazil

 

5,6-Methylenedioxy-1H-Indazoles and Related Derivatives

P5-109

W. Wendelin and U. Radner, Universität Graz, Austria

 

Synthesis of Hexahydroindazoles, Carbazoles, and Dibenzodiazepines by Reaction of Hydrazines with Arylmethylenecyclohexanones

P5-110

T.N. Gerasimova, N.I. Petrenko, T.V. Mikhalina, E.P. Fokin, Institute of Organic Chemistry, Novosibirsk, USSR

 

A Novel Photocyclization of Polyfluorinated Aromatic Compounds for the Synthesis of Some N-Heterocycles

P5-111

M.J. Tanga and E.J. Reist, SRI International, CA, USA

 

Synthesis of Some Aza-Aromatic Hydrocarbons

P5-112

C.-K. Sha, K.-S. Chuang, J.-J. Young, J.-M. Liu, and S.-J. Wey, National Tsing Hua University, Taiwan, China

 

A Stable Analogue of Indole-2,3-Quinodimethane: Synthesis and Reactions of 2,4-Dihydropyrrolo[3,4-b ]indole

P5-113

J.P. Freeman and M.K. Fettes-Fields, University of Notre Dame, IN, USA

 

Acid-Catalyzed Cyclization of 2-Hydroxy-3-Pyrrolone Derivatives

P5-114

J. Dusemund and T. Hardt, Freien Universität Berlin, Germany

 

Reactions of Deoxy- and Homodeoxybenzoin-Dicarboxylic Acid with Nucleophiles

P5-115

B. Alo and A. Ode, University of Lagos, Nigeria

 

Heterotricyclic Quinoxalinones: Some Reactions of 7,8,9,10-Tetrahydropyrido[1,2-a]quinoxalin-6-one

P5-116

F.D. Bellamy, P. Renaut, and Ph. Ratel, Laboratoires Fournier, France

 

Synthesis of 2,3-Diamino-3,4-Dihydroquinazoline as a Building Block for New Condensed Heterocycles

P5-117

K.-C. Liu and M.-K. Hu, National Defence Medical Center, Taipei, China

 

Synthesis of Novel Condensed Quinazolinone Derivatives from Isatoic Anhydride

P5-118

L.L. Martin, S.J. Scott, and L.L.Setescak, Hoechst-Roussel, Somerville, NJ, USA

 

Synthesis of Novel Benzo[c]-1,5-naphthyridines from Pyrrolo[1,2-b]isoquinolines

P5-119

R.N. Radinov, M.A. Haimova, and E.M. Simova, University of Sofia, Bulgaria

 

Synthesis of Heterocycles from C-3 Metallated 4-Chloropyridine

P5-120

J.J. Wade, Riker Labs/3M Company, St. Paul, MN, USA

 

Synthesis of Imadazo[1,5-c]pyrimidine Derivatives

P5-121

N. Haider and G.Heinisch, University of Vienna, Austria

 

Aryl-(5-Amino-4-Pyridazinyl) Ketones as Key Intermediates in Synthesis of Fused Pyridazines

P5-122

A. Jorgensen, N.S. Girgis, K.A.M. El-Bayouki, and E.B. Pedersen, Odense University, Denmark

 

Some Uses of P2O5/Amine Reagents in the Synthesis of Heterocyclic Compounds

P5-123

H. Oda, H. Nagashima, and K. Kaji, Gifu Pharmaceutical University, Japan

 

Synthesis of Pyrazolo[3,4-d]pyridazines by the Vilsmeier Reaction

P5-124

J.F. Gerster and C.D. Huber, Riker Laboratories, St. Paul, MN, USA

 

A Synthesis of Pyrazolo[1,5-a]pyrazines

P5-125

A.F.M. Fahmy, J. Sauer, M.S.K. Yousef, M.S. Abd-EI-Halim, and M.A. Hassan, Ain Shams University, Cairo, Eygpt

 

New Synthesis of Pyrido[2,3-d] and [3,2-d]Oxazines

P5-126

R.K. Bansal and J.K. Jain, University of Rajasthan, India

 

A Facile Synthesis of Oxazolo[5,4-b]Pyridine Derivatives

P5-127

K. Saigo, R.-J. Lin, M. Kubo, A. Youda, and M. Hasegawa, University of Tokyo, Japan

 

Synthesis and Complexation of a Novel Macrotricycle

P5-128

O. Juanes, J. de Mendoza, and J-C. Rodriguez-Ubis, Universidad Autonoma de Madrid, Spain

 

Synthesis of Macrobicyclic Ligands Containing Pyrazole Subunits: The N,N'-Bipyrazolyl Cryptand

P5-129

G.R. Newkome, G.E. Kiefer, and N. Matsumara, Louisiana State University, USA

 

Synthesis of Vinyl Derivatives of Phenanthroline and Dipyridine

P5-130

G.R. Newkome, Y.J. Joo, and F.R. Fronczek, Louisiana State University, USA

 

Pyridine Xanthoporphinogenes: "Heterocalixarenes"

P5-131

O. Cox, H. Jackson, L.A. Rivera, and L. Ramirez, University of Puerto Rico, Puerto Rico

 

Photo-Induced Cyclisation of Selected 2-Styrylbenzoheterazoles

P5-132

P. Molina, M. Alajarin, J.R. Saez, R.M. Claramunt, and J. Elguero, University of Murcia, Spain

 

Iminophosphorane-Mediated Synthesis of 1,2,4-Triazolo[5,1-c][1,2,4]-Triazines

P5-133

C.E Smith and J.T. Sharp, University of Edinburgh, Scotland

 

Generation and Reactions of C,N-Dianions of the Tosylhydrazones of Aromatic Ketones

P5-134

J. Reiter, L. Pongó, and P. Dvortsák, Egis Pharmaceuticals, Budapest, Hungary

 

The Reaction of 5-Amino-1,2,4-Triazoles with Ethoxymethylene-Malonitrile and -Cyanoacetic Acid Esters

P5-135

K. Esses-Reiter and J. Reiter, Egis Pharmaceuticals, Budapest, Hungary

 

Synthesis of Novel Condensed Ring Systems

P5-136

E.B. Pedersen and F.E. Nielsen, Odense University, Denmark

 

Synthesis of 1,2,3-Triazolo[4,5-b][1,5]Benzoxazepines

P5-137

E.C. Taylor and J.E. Macor, Princeton University, NJ, USA

 

Diels-Alder Reactions with 1,2,4- Triazines: An Efficient Synthesis of Furo[2,3‑b]pyridines

P5-138

C.P. Sloan, K. Shankaran, and V. Snieckus, University of Waterloo, Canada

 

Synthetic Connections to the Aromatic Directed Metalation Reaction. Regioselective Synthesis of Benzofurans and Benzyopyrans by Radical-Induced Cyclizations

P5-139

M. Iwao and T. Kuraishi, Nagasaki University, Japan

 

Novel Annulation of Aromatic Tertiary Amides into Naphthoquinones via Tandem Directed Lithiations

P5-140

Y. Tamura, M. Sasho, T. Tsugoshi, S.-i. Mohri, S. Akai, and Y. Kita, Osaka University, Japan

 

Synthesis of Heteroanthracyclinones: A Strong Base-Induced Cycloaddition of Heterohomophthalic Anhydrides and Their Derivatives

P5-141

Y. Ahmad, M.I. Qureshi, and S.S. Anwar, Pakistan Council of Scientific and Industrial Research Laboratories, Pakistan

 

Pyrazolo[5,1-c]pyrido[3,4-e][1,2,4]triazines. Synthesis of Penta-aza-tricyclic New Heterocycles

P5-142

F.F.A El-Latif, A.K.M.N. Gohar, A.M. Fahmy, and M.Z.A. Badr, El-Minia University, Egypt

 

Novel Synthesis of Furo[2,3-b]indole Derivatives

P5-143

S.V. Eswaran and S.K. Sajadian, St. Stephen's College, Delhi, India

 

Attempted Synthesis of Dimethylfuroxanobenzofuroxans

P5-144

V. Cantani, J.T.B. Ferreira, and J.V. Comasseto, Universidade Federal de Sao Carlos, Brasil

 

Synthesis of 2,2-Thiadimethylchromenes, the Sulphur Analogues of Precocenes

P5-145

G.A. Poulton and C.A. Boulet, University of Victoria, Canada

 

Synthesis and Properties of Benz-fused Lactones: 3-Methylphthalides and 3-Methylisochroman-3-ones

P5-146

O.H. Hishmat, A.K.M.N. Gohar, and F.F. Abdel-Latif, EI-Minia University, Egypt

 

Synthesis of Benzo[1,2-b:5,4-b'] Dipyran Derivatives

P5-147

T.R. Kasturi and G.M. Reddy, Indian Institute of Science, Bangalore, India

 

Spirocyclic Oxygen Heterocycles

P5-148

P. de March, M. Moreno-Manas, A. Pleixats, and I. Ripoll, Universidad Autonoma de Barcelona, Spain

 

Approaches to Natural 4-Hydroxy-2-Pyrones by Functionalization at C-3 and C-5

P5-149

A Cantos, P. de March, M. Moreno-Manas, A. Pla, J. Ribas, and A. Virgili, Universidad Autonoma de Barcelona, Spain

 

Heterocyclic Ring Systems from 4-Hydroxy-2-Pyrones

P5-150

O.R. Martin and R.M. Mahnken, State University of New York, Binghampton, NY, USA

 

Synthesis of Polycyclic Oxygen Heterocycles from Benzylated Sugars

P5-151

S. Bhatnagar and S.C. Mehra, Bareilly College, India

 

Synthesis of Some New Hydantoin Derivatives with Possible Antiepileptic Activity

P5-152

D.M. McKinnon and K.A. Duncan, University of Manitoba, Canada

 

The Synthesis and Properties of Some Fused Isothiazoles

P5-153

R.N. Castle and S.Khora, University of South Florida, USA

 

The Synthesis of Phenanthrothiazoles

P5-154

A Shafiee, H. Ghazar, and M. Nayebpour, University of Tehran, Iran

 

Synthesis of 2-Aryl-6-carbethoxythiazolo[4,5-c]pyridine and 7-Chloro-2-phenylthiazolo[5,4-c]pyridine (1)

P5-155

D.K. Bates and R.T. Winters, Michigan Technological University, USA

 

Synthesis of Pyrrolo[2,1-b]benzothiazoles and Pyrrolo[2,1-c]benzothiazines from a Common Precursor

P5-156

I. Lalezari, Montefiore Medical Center and Albert Einstein College of Medicine, NY, USA

 

Dimethyl 2H,3H-Pyrrolo[2,1-b]thiazole-6,7-dicarboxylates their 1,1-Dioxides and Dimethyl 1 H,3H-Pyrrolo[1 ,2-c]thiazole-6,7-dicarboxylates and their 2,2-Dioxides

P5-157  

L.H. Klemm, L. Cousins, S. Pou, R. Tsuchiya, and J. McConnell, University of Oregon, USA

 

Isolation and Transformation of Some Condensed Thiophenes from Sulfur-Bridging Reactions

P5-158

V. Cody, P.A. Sutton, R.J. Kempton, C. McCarthy, S.A. Fletcher, and E.C. Taylor, Medical Foundation of Buffalo, NY, USA

 

Crystal Structure and Chemistry of an Unusual Tetrahydrothieno[2,3-b]pyrrole

P5-159

H. Link, Hoffmann-La Roche, Basel, Switzerland

 

2,4-Diamino-6-(arylthio)-thieno[2,3-d]pyrimidines and 2,4-Diamino-6-(arylthio)-thieno[3,2-d]pyrimidines

P5-160

D. Armstrong, Olivet Nazarene College, IL, USA

 

Continued Progress Toward the Synthesis of 1,2,4-Oxathiazole Derivatives

P5-161

J. Bergman and B. Egestad, Royal Institute of Technology, Stockholm, Sweden

 

Heterocyclopolyaromatic Compounds Formed from 3(2H)-Benzo[b]Furanone, 3(2H)-Benzo[b]Thiophenone and 3[2H]-Benzo[b ]Selenophenone

P5-162

M.S. Sardessai, M.J. Brander, K.K. Midha, and E.M. Hawes, University of Saskatchewan, Canada

 

Synthesis of Phenothiazine Type Antipsychotic Agents Utilising Borane Reduction

P5-163

L. Hevesi and M. Renard, Universitaires Notre-Dame de la Paix, Bruxelles, Belgium

 

Regiochemistry and Solvent Effect on the Reaction of 1-Selenoallyl Cations on Pyrroles: New Route to Porphyrins

P5-164

T.D. Lash, Illinois State University, USA

 

Synthesis of a Novel Porphyrin with Four Exocyclic Rings from a Tetrahydroindole

P5-165

M.-K. Fan, Z. Yalin, and F. Ping, Academia Sinica, Beijing, China

 

Photochemistry of Heterocycles II Photocycloadditions of Acetylenic Bond with Nucleic Acid Bases and Their Derivatives

P5-166

B. Kokel, G. Menichi, and M. Hubert-Habart, Institut Curie, Paris, France

 

Transformation of Some Aminouracils and Related Compounds Into Heterocyclic Systems of Biological Interest

P5-167

R.S. Hosmane, F.N. Burnett, M.E. Rauser, C.S. Son, and B.B. Lim, University of Maryland, USA

 

"Fat" Nucleosides and Nucleotides. I

P5-168

J. Fischer and I. Matus, Gedeon Richter Works Ltd., Budapest, Hungary

 

A New Simple Synthesis far Canthin-Alkaloids

 

August 13 (Tuesday) Federation Hall 11:30 a.m. - 1:30 p.m.

5:30 p.m. - 7:00 p.m.

Poster Session P6

Structural Elucidation of Natural Heterocycles

P6-169

Atta-ur-Rahman, University of Karachi, Pakistan

 

Some Recent Isolation, Structural and Synthetic Studies on the Constituents of Indigenous Medicinal Plants

P6-170

K.A.Woode, Hampton University, VA, USA

 

X-ray Crystallographic Studies of Heterocycles from Medicinal Plants

P6-171

P.Bhattacharyya, Bose Institute, Calcutta, India

 

Structures of Two New Carbazole Alkaloids, Glycosal and Clausenapol of Rutaceae

P6-172

T.M. Schultz, M.R. Chedekel and K. Subbarao, Clairol Research Laboratories, Stamford, CT, USA

 

13C-NMR Spectroscopy of Phaeomelanins

P6-173

T.M. Schultz, B.P. Murphy, M.R. Chedekel, and K. Subbarao, Clairol Research Laboratories, Stamford, CT, USA

 

Structure Elucidation of 5,6-Dihydroxyindole Eumelanin

P6-174

Y. Nakamura and T. Tashiro, Josai University, Saitama, Japan

 

A New Chemical Approach to Double Strand-Cleavage of DNA. Synthesis and Reactivity of Psoralen-EDTA-Fe"

 

August 13 (Tuesday) Federation Hall 11:30 a.m. - 1:30 p.m.

5:30 p.m. - 7:00 p.m.

 

Poster Session P7

Synthesis of Naturally Occurring Heterocycles

P7-175

J. Balint, M. Szarvas, R. Bognar, and M. Rakosi, BIOGAL Pharmaceutical Works, Debrecen, Hungary

 

New Methods for the Process of Hydrochloric Salts in Heterocyclic Compounds

P7-176

H.A. Bates, S. Rosenblum, and L. Smilowitz, State University of New York at Stony Brook, NY, USA

 

A Novel Stereospecific Approach to the Synthesis of Biotin

P7-177

A. MacEachern, P. Morand, J.T. Arnason, J. Kaminski, L.C. Leitch, and B. Philogčne, University of Ottawa, Canada

 

Synthesis and Biological Activity of a Heterocyclic Plant Phototoxin

P7-178

K. Drauz, Degussa Wolfgang, Hanau, Germany

 

A New Synthesis of L-Proline, Starting from L-Pyroglutamic Acid

P7-179

D.S. Grierson, J.-C. Quirion, and H.-P. Husson, Institut de Chimie des Substances Naturelles C.N.R.S., Gif sur Yvette, France

 

Towards a General Approach to Piperidine Alkaloid Synthesis

P7-180

M.P. Sibi, S. Chattopadhyay, J.W. Dankwardt, and V. Snieckus, University of Waterloo, Canada

 

Combinational O-Aryl Carbamate and Benzamide Directed Ortho Metalation Reactions. Synthesis of Ochratoxin A and Ochratoxin B'

P7-181

Y. Sakito and G. Suzukamo, Sumitomo Chemical Co. Ltd., Osaka, Japan

 

Asymmetric Synthesis of a Chroman Derivative (Vitamin E Precursor)

P7-182

P.R. Iyer, C.S.R. Iyer, and K.S.R. Mohan Rao, Indian Institute of Technology, Bombay, India

 

Synthesis of Alpinum Isoflavone, 4'-O-Methyl Alpinum Isoflavone and Their Angular Isomers

P7-183

G.N. Patel and K.N. Trivedi, University of Baroda, India

 

Synthesis of Naturally Occurring Xanthones and Furanoxanthones

P7-184

M. Watanabe, M. Iwao, and S. Furukawa, Nagasaki University, Japan

 

Regiospecific Total Synthesis of Bostrycoidin via Directed Lithiation of Tertiary Nicotinamide

P7-185

P.D. Cook, Warner-Lambert/Parke-Davis Pharmaceutical Research, Ann Arbor, MI, USA

 

Synthesis of Thioanhydroimidazole Nucleosides and Their Conversion to Imidazole Deoxynucleosides and Deoxysugars

P7-186

J. Kjellberg, N.G. Johansson, and J. Kobe, Royal Institute of Technology, Stockholm, Sweden

 

Regioselective Alkylation of Guanine via Diacyloxy-Glyoxal-N2-Acetylguanine Adduct to obtain 7-Alkylguanine Derivatives

P7-187

S. Kovacs-Gheczy, K. Eklind, C.-E. Hagberg, N.G. Johansson, and B Lindborg, Astra Läkemedel AB, Sweden

 

The Synthesis and Antiviral Activity of HBG, DHBG, and THBG

P7-188

K. Tanaka, M. Kawase, T. Kimachi, and F. Yoneda, Kyoto University, Japan

 

Studies Directed Toward the Total Synthesis of Coenzyme Factor 420 (5 Deazaflavin Cofactor)

P7-189

K. Matsumoto, S. Hashimoto, Y. Okamato, and H.S. Lee, Kyoto University, Japan

 

Cycloaddition Reactions of Furan with Strained Compounds

P7-190

L.M.Fuentes, Merck Sharp & Dohme, Rahway, NJ, USA

 

Enantioselective Synthesis of 1-β-Methyl Carbapenem Antibiotics Intermediates

P7-191

Y.S. Mohammed and F.F. Abdel-Latif, El-Minia University, Egypt

 

Penicillium Metabolites, Synthesis of Viridicatin and Viridicatol Analogues

P7-192

H. Ishibashi, K. Sato, M. Ikeda, H. Maeda, and Y. Tamura, Kyoto Pharmaceutical University, Japan

   

One-Step Synthesis of Erythrinane Skeleton

P7-193

H. Tanaka, Y. Takamura, K. Ito, K. Ohira, and M. Shibata, Meijo University, Nagoya, Japan

 

Synthesis of (+) Dysazecine

P7-194

K. Ito, M. Shibata, and H. Tanaka, Meijo University, Nagoya, Japan

 

Synthesis of 3-Demethoxyerythratidinone via Formation of a Dibenzazonine Alkaloid

P7-195

T. Sano, R. Yamamoto, J. Toda, K. Isobe, and Y. Tsuda, Showa College, Tokyo, Japan

 

Approaches to the Synthesis of β-Erythroidine

P7-196

R.J. Sundberg, J.P. Laurino, B.C. Pearce, and V. Srinivasan, University of Virginia, USA

 

Synthesis of Benzo[1,2-b;4,3-b']dipyrroles

P7-197

M. Nakagawa, S. Kato, Y. Yokoyama, and T. Hino, Chiba University, Japan

 

Oxidation and Reaction of Indoline and Related Compounds

P7-198

Y. Naruta, N. Nagai, and K. Maruyama, Kyoto University, Japan

 

Synthetic Approach Toward Mitomycins

P7-199

J. Bergman and B. Pelcman, Royal Institute of Technology, Stockholm, Sweden

 

A New Route to Carbazole Alkaloid

 

August 14 - Wednesday

PLENARY LECTURES

August 14 (Wednesday) Humanities Theatre, J.G. Hagey Hall (HH)

9:00 a.m.

PL-6

R.M.Kellogg, University of Groningen, The Netherlands

 

 

Macroheterocycles Designed for Catalysis

 

 

(Chairman: P. Deslongchamps)

 

10:15 a.m.

PL-7

R.J. Stoodley, U.M.I.S.T., Manchester, England

 

 

Synthetic Endeavours Involving β-Lactam Derivatives

 

 

(Chairman: S. Wolfe)

 

August 15 - Thursday

PLENARY LECTURES

August 15 (Thursday) Humanities Theatre, J.G. Hagey Hall (HH)

8:30a.m.

PL-8

H.W. Gschwend, CIBA-GEIGY, Summit, NJ, USA

 

 

Heterocycles as Building Blocks and Auxiliaries

 

 

(Chairman: P. Beak)

 

9:45 a.m.

PL-9

A. Padwa, Emory University, Atlanta, GA, USA

 

 

New Applications of Dipolar Cycloaddition Chemistry Toward the Synthesis of Heterocycles

 

 

(Chairman: T.L. Gilchrist)

 

10:45 a.m.

PL-10

T. Kametani, Hoshi University, Japan, Recipient of 3rd Intemational Award in Heterocyclic Chemistry

 

 

Total Syntheses of Heterocyclic Natural Products by Development of New Methodologies

 

 

(Chairman: S. Schneller)

 

SPECIAL SYMPOSIA

August 15 (Thursday) Room: PA5 2083 1:30 -5:30 p.m.

Special Symposium S9 Novel Heterocyclic Pharmaceuticals

(M. Ménard, Organizer and Chairman)

1:30 p.m.

S9-48

H. Meyer, Bayer AG, Germany (Invited Lecturer)

 

 

Bioactive Molecules by Cyclising Michael Addition

2:30 p.m.

S9-49

D.E. Bays, Glaxo Ltd., England (Invited Lecturer)

 

 

Heterocycles As Inhibitors of Gastric Acid Secretion

3:30 p.m.

S9-50

S. Goldmann, F. Bossert, M. Schramm and G. Thomas, Bayer AG, Germany (Invited Contributed Paper)

 

 

Synthesis and Pharmacological Activity of Novel 1,3,4,7- Tetrahydrobenzo[c]furanones

4:00 p.m.

S9-51

J.J. Baldwin, W.A. Bolhofer, S.F. Britcher, B.V. Clineschmidt, N.P. Gould, C.N. Habecker, J.M. Hoffman, W.C. Lumma, Jr., R.G. Pendleton, B.T.   Phillips, K.M.Strohmaier and M.L.Torchiana, Merck, Sharp & Dohme, PA, USA (Invited Contributed Paper)

 

 

Inhibitors of Gastric Acid Secretion: 3,4-Diaminoisothiazole-1,1-dioxides as Urea Equivalents in a Series of Histamine H2-Receptor Antagonists

4:30 p.m.

S9-52

K.D. Berlin, M.D. Thompson, E.M. Holt, B.J. Scherlag and C.-Y. Hung, Oklahoma State University, USA (Invited Contributed Paper)

 

 

Selenium Members of 3,7-Diheterabicyclo[3.3.1]nonanes and Derivatives with Anti-arrhythmic Properties

5:00 p.m.

S9-53

G. Fodor, K. Sussangkarn, H. Mathelier and R. Arnold, West Virginia University, USA (Invited Contributed Paper)

 

 

A New Route to Furans with Immunological Activity

 

August 15 (Thursday) Room: AL 113 1:30 - 5:30 p.m.

Special Symposium S10 Novel Heterocyclic 5tructure and Reactivity

(E.G. Janzen, Organizer and Chairman)

1:30 p.m.

S10-54

A.R. Katritzky, University of Florida, USA (Invited Contributed Paper)

 

 

The Reactivity of Substituents Attached to Heterocyclic Nitrogen Atoms

2:00 p.m.

S10-55

L.D. Quin, Duke University, NC, USA (Invited Contributed Paper)

 

 

Building Complex Phosphorus and Sulfur Heterocycles from Phospholenes and Sulfolenes

2:30 p.m.

S10-56

M.G. Reinecke, Texas Christian University, USA (Invited Contributed Paper)

 

 

Five-Membered Heterocyclic Analogues of Benzyne and Benzcyclopropenone

3:00 p.m.

S10-57

R.T. Oakley, University of Guelph, Canada (Invited Contributed Paper)

 

 

Heterocyclic Thiazenes - Crossing the Inorganic/Organic Frontier

3:30 p.m.

S10-58

T.J. Barton, Iowa State University, USA (Invited Contributed Paper)

 

 

Reactive Intermediates in the Synthesis of Unsaturated Organosilacycles

4:00 p.m.

S10-59

J.F.W. Keana, G.S. Heo, G.T. Gaughan, V.S. Prabhu and S. Ohmiya, University of Oregon, USA (Invited Contributed Paper)

 

 

Synthesis and Applications of Novel Nitroxide Heterocycles

4:30 p.m.

S10-60

A.P. Schaap, B. Giri, E. Palomino, M. Sandison and Y. Takahashi, Wayne State University, MI, USA (Invited Contributed Paper)

   

 

Electron-Transfer Photooxygenation of Epoxides, Cyclopropanes and Aziridines

5:00 p.m.

S10-61

W. Pfleiderer, Universität Konstanz, Germany (Invited Contributed Paper)

 

 

A New Pteridine → Purine Rearrangement

 

August 15 (Thursday)

Room: Theatre of the Arts, ML 2:30 - 5:30 p.m.

Special Symposium S11        Current Trends in Natural Product Chemistry II

(Biosyn-Struct) (R.H.F. Manske Symposium)

(A. Rodrigo and V. Snieckus, Organizers)

2:30 p.m.

S11-62

I.D. Spenser, McMaster University, Canada (Invited Contributed Paper)

 

 

Biogenetic Hypothesis Versus Biosynthetic Reality: The Origin of the Pyrrolizidine and of the Quinolizidine Alkaloids

3:00 p.m.

S11-63

S.J. Gould, LR. Hillis and Y. Sato, Oregon State University, USA (Invited Contributed Paper)

 

 

The Biosynthesis of the Quinoid Antibiotics Sarubicin A and Kinamycin D

3:30 p.m.

S11-64

R.J. Parry, Rice University, TX, USA (Invited Contributed Paper)

 

 

Recent Investigations of the Biosynthesis of Nitrogen-Containing Natural Products

4:00 p.m.

S11-65

W.A. Ayer, J.D. Figueroa and B. Migaj, University of Alberta, Canada (Invited Contributed Paper)

 

 

Lachnelluloic Acid and Lachnellulone Acid, Antifungal Metabolites of Lachnellula Fuscosanguinea

4:20 p.m.

S11-66

S.W. Pelletier, B.S. Joshi, J. Glinski, H.K. Desai and S.K. Srivastava, John D. Olsen, University of Georgia, USA (Invited Contributed Paper)

 

 

CMR Spectroscopy of Some New C19-Diterpenoid Alkaloids

5:00 p.m.

S11-67

J.P. Kutney, University of British Columbia, Canada (Invited Contributed Paper)

 

 

Studies in Plant Tissue Cultures. Synthesis and Biosynthesis of Biologically Active Heterocyclic Systems

 

August 15 (Thursday) Room: AL 116 1:30 - 5:30 p.m.

Special Symposium S12 Cycloadditions in Heterocyclic Chemistry

(D. Mackay and M.J. Nye, Organizers)

1:30 p.m.

S12-68

T.L. Gilchrist, University of Liverpool, England (Invited Lecturer)

 

 

The Construction of Heterocycles by Cycloaddition

2:30 p.m.

S12-69

D.L. Boger, A.S. Coleman, S.R. Duff, J.S. Panek, M. Yasuda and D. Yohannes, University of Kansas, USA (Invited Contributed Paper)

 

 

Inverse Electron Demand Diels-Alder Reactions of Heterocyclic Azadienes: Scope and Applications

3:00 p.m.

S12-70

A.P. Kozikowski and C.-S. Li, University of Pittsburgh, PA, USA (Invited Contributed Paper)

 

 

The Isoxazoline Route to 1,3-Dienes and Dihydropyranones - A Total  Synthesis of Compactin

3:30 p.m.

S12-71

P. DeShong, J.M. Leginus and S.W. Lander, Jr., Pennsylvania State University, USA (Invited Contributed Paper)

 

   

Nitrone Cycloadditions with Vinyl and AllylSilanes. A Stereoselective Approach to the Synthesis of Allylic Amines and Heterocyclic Systems

4:00 p.m.

S12-72

W. Friedrichsen, B.-M. König and T. Debaerdemaeker, Universität Kiel, Germany (Invited Contributed Paper)

 

   

Thermal[π4 + π4]Cycloadditions of Bicyclic Mesoionic Imidazo[1,2‑c]Thiazoles with O-Quinoid Compounds

4:30 p.m.

S12-73

S. Evans, J.E. Hayes, S.N. Hirwe, W.L. Hsue, K.J. Lee and E.E. Schweizer, University of Delaware, USA (Invited Contributed Paper) 

 

 

Alkenyl and Cumulated Azines as Synthons for a Variety of Fused Pyrazolo Heterocycles

5:00 p.m.

S12-74

S.M. Weinreb, Pennsylvania State University, USA (Invited Contributed Paper)

 

   

Synthetic Methodology Based Upon Diels-Alder Adducts of N-Sulfinyl Dienophiles

 

GENERAL SESSIONS - ORAL PRESENTATIONS

August 15 (Thursday) Room: AL 124 2:30 -5:30 p.m.

 

General Session G7

Synthesis of Simple Heterocycles II

 

2:30 p.m.  

G7-49

H. Ishibashi, M. Okada, M. Ikeda and Y. Tamura (Kyoto Pharmaceutical University, Japan)

   

 

[4++2],and [2++4]Cycloadditions of Thionium Ions: Syntheses of Thiochromans and Vinylcyclopropanes

2:50 p.m.  

G7-50

G.V. Boyd and G.A. Nicolaou (Queen Elizabeth College, London, England)

   

 

Old and New Heterocycles from 1-Chloro-1-Dimethylamino-2-Azapropenylium Salts

3:10 p.m.  

G7-51

P. Patel and J.A. Joule (University of Manchester, England)

 

 

Lithiation of Pyridones

3:30 p.m.  

G7-52

J. Bergman, A. Brynolf and E Vuorinen (Royal Institute of Technology, Stockholm, Sweden)

 

 

Synthesis of Quinazolinones and Quinolinones

3:50 p.m.  

G7-53

R. Richter, F.A. Stuber, B. Tucker and E.A. Barsa (Upjohn, North Haven, CT, USA)

 

   

Reactions of Oxalyl Chloride and Alkyloxalyl Chlorides with Heterocumulenes

 

 

 

4:10 p.m.  

G7-54

J. Kovác, P. Cepec, M. Kriz (Slovac Technical University, Bratislava, Czechoslovakia)

 

 

New Synthetic Routes to 2-Aminofuran Derivatives

4:30 p.m.  

G7-55

K. Vaughan, R.J. LaFrance, H.W. Manning (St. Mary's University, Canada)

   

 

Heterocyclic Synthesis via 1-(o-Acetylphenyl)-3-Alkyltriazenes with Reactive α-Substituents in the Alkyl Group

4:50 p.m.  

G7-56

L.M. Codacovi and R.T. LaLonde (SUNY College of Environmental Science and Forestry, Syracuse, NY, USA)

 

   

Polysulfide Conversions of Michael Acceptors to Thiophenes: Studies Directed Toward the Carbon-Sulfur and Carbon-Carbon Bond- Forming Steps

5:10 p.m.  

G7-57

G. Stájer, A.E. Szabó, G. Bernáth and P. Sohár (University Medical School, Szeged, Hungary)

   

 

Cycloaddition Reactions and Retrodiene Decomposition of Norbornene- Condensed 1,3-Oxazines

 

August 15 (Thursday) Room: AL 105 2:30 - 5:30 p.m.

General Session G8

Synthesis of Multiring Heterocycles II

2:30 p.m.

G8-58

R.A. Abramovitch, B. Mavunkel, S. O'Oconnor, J.R. Stowers and M.M. Wegrzyn (Clemson University, SC, USA)

 

 

Azepine Formation by Ring-Expansion of Five-Membered N-Acylimines: Possible Mechanism

2:50 p.m.

G8-59

M.P. Sibi and V. Snieckus (University of Waterloo, Canada)

 

 

A Directed Ortho Metalation Approach Towards Antitumor Anthracyclines Involving Phthalide Intermediates

3:10 p.m.

G8-60

P.W. Groundwater, K.R. Motion, I.R.. Robertson and J.T. Sharp(University of Edinburgh, Scotland)

 

   

Diene-Conjugated 1,3-Dipolar Intermediates: Synthetic and Mechanistic Studies on the Conversion of Nitrile Ylides into Azepines, and Diazo-Compounds into 1,2-Diazepines

3:30 p.m.

G8-61

G.A. Newkome, K.J. Theriot and F.R. Fronczek (Louisiana State University, USA)

 

 

Palladium(II) Assisted Synthesis of 3-Substituted 4-Quinolizones

3:50 p.m.

G8-62

T. Zaima and K. Mitsuhashi (Seikei University, Japan)

 

 

Novel Syntheses of 1,2,3,4-Tetrasubstituted 7-Azanorbornenes and Norbornanes

4:10 p.m.

G8-63

P.A. Brownsort and R.M. Paton (University of Edinburgh, Scotland)

 

 

Intramolecular Reactions of Nitrile Sulphides

4:30 p.m.

G8-64

E. LeGoff, R.A. Berger and O.G. Weaver (Michigan State University, USA)

 

 

The Synthesis and Properties of the Platyrins (Polyazaannulenes)

4:50 p.m.

G8-65

B. Abarca, R. Ballesteros, E. Gomez-Aldaravi, G. Jones and D.J. Mouat (University of Keele, England)

 

 

Triazolopyridines as Synthons for Pyridines, Quinolines and Isoquinolines

5:10 p.m.

G8-66

R.E. Banks and J. Thomson (U.M.I.S.T., Manchester, England)

 

 

Reaction of Pyridinium Methylides with Perfluoroalkylnitriles

 

August 15 (Thursday) Room: ML 354  2:30 - 5:30 p.m.

General Session G9

Synthesis of Naturally Occurring Heterocycles

2:30 p.m.

G9-67

M. Natsume, I. Utsunomiya and Y. Kitagawa (Research Foundation Itsuu Laboratory, Tokyo, Japan)

 

 

Synthetic Studies on the Aspidosperma and Related Alkaloids

2:50 p.m.

G9-68

R.S. Ward and A. Pelter (University College of Swansea, Wales)

 

 

Some New Approaches to the Synthesis of Lignans

3:10 p.m.

G9-69

N. Katagiri, M. Sato, T. Haneda, N. Yoneda, M. Muto and C. Kaneko (Tohoku University, Japan)

 

 

Synthesis of β-Lactams via Photopyridones

3:30 p.m.

G9-70

R.J. Sundberg, E. Baxter and T. Nishiguchi (University of Virginia, USA)

 

 

The Intramolecular Carbene Addition Route to CC-1065

3:50 p.m.

G9-71

G.J. Koomen, M.J. Wanner, N.P. Willard and U.K. Pandit (University of Amsterdam, The Netherlands)

 

 

Studies in the Synthesis of Sesbanimides

4:10 p.m.

G9-72

P. Lavallee, R. Ruel and M. Bissonnette (University of Sherbrooke, Canada)

 

 

Natural Products Containing Quaternary Gem-Dimethyl Centers: The Elaboration of a Unified and Versatile Strategy

4:30 p.m.

G9-73

T. Naito, T. Kiguchi, C. Hashimoto, Q. Miyata and I. Ninomiya (Kobe Women's College of Pharmacy, Japan)

 

 

The Use of Furan Ring in the Photochemical Synthesis of Alkaloids

4:50 p.m.

G9-74

R.R. Schmidt, M. Maier and B. Haag (Universität Konstanz, Germany)

 

 

3,4-Dihydro-2H-Pyrans As Versatile Intermediates in Heterocycle and Natural Product Syntheses

5:10 p.m.

G9-75

M. Yamauchi, S. Katayama and T. Watanabe (Josai University, Japan)

 

 

Total Synthesis of Fulvic Acid

 

POSTER SESSIONS

Authors will attend their posters for at least one hour during each of the 11:30 a.m. - 1:30 p.m. and  5:30 p.m. - 7:00 p.m. sessions, as indicated on their poster board. Posters will be mounted any time beginning Wednesday afternoon, but by 11:30 a.m. today at the latest. They may be viewed at any time until they are removed some time after 7:00 p.m.

Building hours are 6:30 to 11:00 p.m.  Cash bar.

August 15 (Thursday) Federation Hall 11:30 a.m. - 1:30 p.m.

5:30 p.m. - 7:00 p.m.

Poster Session P8

Synthesis of Simple Heterocycles

P8-200

T. Kaneko, Bristol-Myers Company, Syracuse, NY, USA

 

Possible Biomimetic Synthesis of β-Lactams

P8-201

R. Niwa, M. Itoh, Y. Shitori, N. Katagiri, and T. Kato, Kantoishi Pharmaceutical Co., Tokorozawa, Japan

 

Cycloaddition of Ketenes with Imines

P8-202

Y. Ohshiro, M. Komatsu, and T. Agawa, Osaka University, Japan

 

New Synthesis of Functionalized - β Lactams

P8-203

R.P. Gandhi and M.P. Singh, IIT-Delhi, India

 

Regio- and Stereospecificity in Addition Reactions Involving Allenic Esters and Furan: Formation of 7-Oxa-2-Ethoxycarbonyl-3-Alkylidene(Arylidene)-Bicyclo[2.2.1]-Hept-5-Enes

P8-204

J.V. Cooney, B.D. Beaver, and W.E. McEwen, Naval Research Laboratory, Washington, DC, USA

 

Synthesis of Pyrroles by Intramolecular Amide-Wittig Condensation

P8-205

T. Zaima, and K. Mitsuhashi, Kanagawa University, Yokohama, Japan

 

Novel Synthesis of Substituted Pyrroles

P8-206

G. Szakal-Quin and D.G. Graham, Duke University, Durham, NC, USA

 

Stereoisomer Effects on the Paal-Knorr Synthesis of Pyrroles

P8-207

K. Izawa, S. Nishi, and S. Asada, Ajinomoto Co. Kawasaki, Japan

 

Synthesis of N-Acyl Cyclic Imino Acid Derivatives by Amidocarbonylation

P8-208

N. De Kimpe, M. Palamareva, P. Sulmon, L. De Buyck, R. Verhe, and N. Schamp, State University of Gent, Belgium

 

Rearrangement of a-Chloroketimines Unusual Ring-opening of a Cyclopropylideneamine During a Favorskii-type

P8-209

N. De Kimpe, W. De Cock, R. Verhe, L. de Buyck, and N. Schamp, State University of  Gent, Belgium

 

Synthesis of Nitrogen Heterocycles from a-Halomethylketimines

P8-210

I. Ikeda, Y. Kogame, and M. Okahara, Osaka University, Japan

 

Synthesis of Novel Pyrazoles Containing Perfluoroalkyl Groups by the Reactions of Perfluoro-2-methylpent-2-ene and Hydrazones

P8-211

M.A.J. Miah and V. Snieckus, University of Waterloo, Canada

 

Directed Ortho Metalation of O-Pyridyl Carbamates. New Entries into Polysubstituted Pyridines

P8-212

M.J. Sharp and V. Snieckus, University of Waterloo, Canada

 

Synthesis of Unsymmetrical Biaryls and Hetero Biaryls by Palladium-Catalyzed Cross Coupling of Directed Metalation-Derived Aryl Boronic Acids with Aryl Halides

P8-213

F.F. Abdel-Latif, A.K.M.N. Gohar and Y.S. Mohammed, EI-Minia University, Egypt

 

A New Approach for the Synthesis of Some Dihydropyridine Derivatives

P8-214

E.E. Knaus, S.K. Dubey, and C.-S. Giam, University of Alberta, Canada

 

The Regioselective Nucleophilic Addition of Organolithiums to 3-(4,4-Dimethyloxazoline-2-yl)Pyridine. Synthesis of 1,2,-, 1,4- and/or 1,6- Dihydropyridines

P8-215

S.K. Talapatra, D. Basu, T. Deb, S. Goswami, and B. Talapatra, University College of Science, Calcutta, India

   

Structure and Absolute Stereochemistry of Four New 5,6-Dihydro-2-Pyrones from Goniothalamus Sesquipedalis and Goniothalamus Grifithii: Synthetic Studies on Goniothalamin

P8-216

M.-J. Shiao and W.-P. Fang, Academia Sinica, Taiwan, China

 

Synthesis of 3-Substituted-5(4-Pyridinyl)-2(1H)-Pyridone Compounds

P8-217

A. Attia and O.A El-Fath, National Research Centre, Cairo, Egypt

 

New Pyridine Derivatives for Biological Evaluation

P8-218

R.H. Prince, A.M. Coyle, G.J. Will,and P. Wyeth, University of Cambridge, England

 

The Zinc-Catalysed Reduction of Heterocyclic Carbonyl Compounds Using an NADH Model: Mechanism and a Comparison with LADH and YADH Enzymic Reductions

P8-219

M. Sarkar and K.K. Mahalanabis, Jadavpur University, Calcutta, India

 

Studies on β-Enaminonitriles: Regioselective Acylation of β-Aminocrotononitrile One Pot Synthesis of Highly Substituted Dihydro-2-Pyridones

P8-220

L. Simon, G.S. Talpas, G. Bernáth, and P. Sohár, University Medical School, Szeged, Hungary

 

Preparation of Spiro-Oxazolines and Condensed-Skeleton Oxadiazepines from Cyclic Olefins

P8-221

G. Bernáth, J. Kóbor, and F. Fülöp, University Medical School, Szeged, Hungary

 

A Simple Efficient Synthesis of a New, Versatile Isoquinoline1,3-Aminoalcohol Synthon

P8-222

K. Grohe, Bayer AG, Leverkusen, Germany

 

A New Synthesis of Quinolone-3-Carboxylic Acids

P8-223

R. Lakhan, O.P. Singh, and B.J. Rai, Banaras Hindu University, India

 

Novel Synthesis of 5/6-Membered Heterocycles from α-Ketonitriles

P8-224

H. Kristinsson and T. Winkler, CIBA-GEIGY, Basel, Switzerland

 

New Synthetic Routes to Five and Six Membered Heterocycles from N-Cyanoazomethines

P8-225

M. Abou-Gharbia, D.M. Ketcha, D.E. Zachonias, and D. Swern, Tempie University, Philadelphia, PA, USA

 

Reactions of Ketenes with Sulfilimines. Synthetic Routes to Oxazolinones and Indolinones

P8-226

M.A. Hassan, A.G. El-Shekeil, A. Babaqi, and S.A. Sheba, Sana's University, Yemen

 

Some Addition Reactions with 3-(5-Chloro-1,3-diphenyl-1H-pyrazol-4-yl)-1-aryl-prop-2-en-3-ones

P8-227

M. El-Borai, M.A. Hassan, and M.M. Mohamed, Ain Shams and Tanta Universities, Egypt

 

Synthesis of Some Substituted N-Methylimidazole Derivatives

P8-228

A. Khalaj and M. Ghaffari, Tehran University, Iran

 

Synthesis of Imidazoles and Their Uses in Peptide Analysis

P8-229

M. Yoshizumi, K. Isomura, and H. Taniguchi, Kyushu University, Fukuoka, Japan

 

Versatile Synthesis of Symmetrical and Asymmetrical 2,5-Diarylpyrazines

P8-230

A. Ohta, A Inoue, M. Ohta, and T. Watanabe, Tokyo College of Pharmacy, Japan

 

Cross-Coupling Reaction of Chloropyrazines with Alkylmetals

P8-231

P.J. Warwick, A. Shaw, and M.J. Chapdelaine, Stuart Pharmaceuticals, Wilmington, DE, USA

 

An Efficient Method for Preparation of 3,5-Diamino-6-Chloro-Pyrazinyl Alkyl Ketones

P8-232

H. Cho, M. Ueda, Y. Ohnaka, and M. Hayashimatsu, Suntory Institute for Biomedical Research, Osaka, Japan

 

Synthesis of Novel 5-Alkoxycarbonyl-5,6-Dihydropyrimidin-4(3H)-ones

P8-233

T.J. Kress, Eli Lilly, Indianapolis, IN, USA

 

Synthesis of Pyrimidine-N-Oxides and 4-Pyrimidones. Evidence for Covalent Hydrates as Reaction Intermediates

P8-234

T. Tsuchiya, H. Sawanishi, and M. Osada, Hokuriku University, Kanazawa, Japan

 

Synthesis and Reactions of Monocyclic 1,3-Diazepines

P8-235

H. Sawanishi, K. Tajima, J. Kurita, and T. Tsuchiya, Hokuriku University, Kanazawa, Japan

 

Synthesis and Reactions of Monocyclic 1,4-Diazepines

P8-236

L. Pongó, J. Reiter, and P. Dvortsák, Egis Pharmaceuticals, Budapest, Hungary

 

Isothiocyanates

P8-237

G. Kollenz and R. Theuer, University of Graz, Austria

 

Diaza-Propellanes via Fischer-Indolization - Scope and Limitations

P8-238

V.L. Garcia and E.J. Barreiro, Universidade Federal do Rio de Janeiro, Brazil

 

Diastereoisomeric Selection in the Oxidative Cyclization of 2-Carboethoxy-2- Allylcyclopentanol

P8-239

T. Schurreit and J. Dusemund, Freie Universität Berlin, Germany

 

Acid and Base Catalyzed Reactions of 2-Amino-4-Oxo-4H-[1]Benzopyran-3- Carbaldehyde with Sulfamide

P8-240

O.H. Hishmat, Kh.M.A. Khalil, A.H.A El-Rahman, and Sh.I. El-Naem, Mansoura University, Egypt

 

Ring Opening of Benzopyrans and Benzodipyrans with Hydrazines

P8-241

O.H. Hishmat, Kh.M.A. Khalil, A.H.A El-Rahman, and Sh.I. El-Naem, Mansoura University, Egypt

 

Synthesis of Benzodipyrans

P8-242

M. Mumtaz and V. Snieckus, University of Waterloo, Canada

 

New Heterocyclic Ring Construction Using Dimetalated Heteroatom-containing Diamides

P8-243

H. Suginome and S. Yamada, Hokkaido University, Sapporo, Japan

 

Replacement of a Carbonyl Group of Cyclic Ketones by a Hetero Atom: A New Method for the Synthesis of Cyclic Ethers, Cyclic Amines, and Cyclic Sulphides

P8-244

H. Yoshida, T. Ogata, and K. Matsumoto, Kyoto University, Japan

 

Formation of Heterocycles via Cyclopropenium Salts

P8-245

H. Feuer and X. Lou, South-Central Institute, Hubei, China

 

Preparation and Alkyl Nitrate Nitration of 2-tert-Alkyl-(alkaryl)-2-oxazolines

P8-246

M.J. Haddadin, R. Artinian, and C.H. Issidorides, American University of Beirut, Lebanon

 

Reactions of Some Substituted Quinoxaline 1,4-Dioxides

P8-247

A.F.M. Fahmy, N.F. Aly, S.A. Essawy, and N.Y. Aly, Ain Shams University, Cairo, Egypt

 

Synthesis and Mass Spectra of 5,8,9,10-Tetrahydrophthalazine-1,4-diones

P8-248

F.D. Bellamy, P. Renaut, and D. Thomas, Laboratoires Fournier, France

 

Synthesis of N(2)-Alkylated 1,2,4-Oxadiazolidine-3,5-Diones Through an Improved Access to the Parent Heterocycle

P8-249

H.-J. Tien and M.-Y.Yeh, National Cheng Kung University, Taiwan, China

 

Synthesis of 3-Aryl-4-Sydnonecarbonitrile Oxides and Their Derivatives

P8-250

M. El Borai, University of Tanta, Egypt

 

Reaction of o-Thiophenedicarboxaldehyde and Thiol with Primary Amines. A New Fluorogenic Reagent for Detection of Amino Compounds

P8-251

E.G. Doadt and V. Snieckus, University of Waterloo, Canada

 

Regioselective Synthesis of Polysubstituted Thiophenes via Lithiations of Thiophene-2-Carboxamide

P8-252

V.K.Verma, M. Ramzan Ali and R. Singh, Banaras Hindu University, India

 

Oxidative Debenzylation and Cyclisation as a Route to the Synthesis of 5-(N-Cyclohexylidenehydrazono)-3-Arylimino-1,2,4-Dithiazolidines

P8-253

W.J. Houlihan and V.A. Parrino, Sandoz, East Hanover, NJ, USA

 

Synthesis of 2-R-3-Arylbenzo[b]Thiopenes from 2-Methyl-3-Aryl-1,2-Benzothiazolines-1,1-Dioxides

P8-254

J.J. D'Amico, R.W. Fuhrhop, F.G. Bollinger, and W.E. Dahl, Monsanto, St. Louis, MO, USA

 

Synthesis of Heterocyclic Compounds from o-Aminobenzenethiol and Ammonium Thiolcarbamate

P8-255

C.S. Rooney, B.K. Wasson, and J. Scheigetz, Merck Sharp & Dohme, West Point, PA,USA

 

Formation and Stability of N-Acyl Derivatives of 3-(2-Hydroxyethytamino)-4- Substituted-1,2,5-Thiadiazole Derivatives

P8-256

A. Shafiee, M. Anaraki, and A. Bazzaz, Tehran University, Iran

 

Synthesis of 5-Thiazolyl-1,2,3-Selenadiazoles and 5-Selenazolyl-1,2,3-Selenadiazoles. Selenium Heterocycles XXXVII

P8-257

K. Sunitha and K.K. Balasubramanian, Indian Institute of Technology, Madras, India

 

A New Route to the Synthesis of 3-Substituted Coumarins via Sequential Pericyclic Transformations of α-Aryloxymethylacrylic Acids and Enophiles

P8-258

M.A. Metwally, F.A. Amer, and E.E.M. Kandel, University) of Mansoura, Egypt

 

Synthesis of Some Ferrocenyl Pyrimidobenzimidazole, Triazolopyrimidine, Pyrazolopyridine and Pyrimidine as Antimicrobial Agents

P8-259

J.K. Luo, T.Y. Liu, C.L. Chung, and S.W. Schneller, Soochow University, Taiwan, China

 

Synthesis of 4-Amino-1 H-Pyrrolo[2,3-b]pyridine-3-carbonitrile (3-deazatoyo-camyein aglycon)

P8-260

J.E. Toomey, Jr., G.A. Chaney, M. Wilcox, and D. Goss, Reilly Tar, Indianapolis, IN, USA

 

Filter-Press Cell Design for Electroorganic Processing

P8-261

J.E. Toomey, Jr., G.A. Chaney, M. Wilcox, and D. Goss, Reilly Tar, Indianapolis, IN, USA

 

Electroorganic Processing: Anodic Oxidation of 2-Picoline

 

August 15 (Thursday) Federation Hall 11:30 a.m. - 1:30 p.m.

5:30 p.m. - 7:00 p.m.

Poster Session P9

Novel Heterocyclic Pharmaceuticals

P9-262

L.W. Dudycz and G.E. Wright, University of Massachusetts Medical Centre, Worcester, MA, USA

 

N2-(p-n-Butylphenyl)Guanine Isosteres as Mammalian DNA Polymerase-Specific Inhibitors and as Cytotoxic Agents

P9-263

J.-W. Chern, D.S. Wise, Jr., and L.B. Townsend, University of Michigan, MI, USA

 

An Efficient Procedure for the Synthesis of a Potent Purine Nucleoside Phosphorylase Inhibitor: 8-Amino-9-Benzylguanine

P9-264

M.E. Rodriguez, J.-W. Chern, and L.B. Townsend, University of Michigan, MI, USA

 

Synthesis of a Potential Purine Nucleoside Phosphorylase Inhibitor: 8-Amino-9-(β-D-Arabinofuranosyl)Guanine

P9-265

C.K. Chu, S.J. Cutler, and J.J. Suh, University of Georgia, USA

 

Acyclopyrimidine C-Nucleosides: Synthesis of 5-(2,3-Dihydroxy-1-Propoxymethyl) Pyrimidines

P9-266

M. MacCoss, R.L. Tolman, J. Hannah, A.F. Wagner, and W.T. Ashton, Merck, Sharp& Dohme, Rahway, NJ, USA

 

The Use of 2-Amino-6-Benzyloxypurine as a Synthon in the Preparation of Guanine- Containing Acyclonucleosides

P9-267

P.D. Cook, Warner-Lambert/Parke-Davis, Ann Arbor, MI, USA

 

Synthesis of 8-Substituted 3-Deazaguanines and 3-Deazaguanosines via Imidazole Precursors

P9-268

P.K. Bridson, Memphis State University, TN, USA

 

Synthesis of Imidazo[4,5-e]-1,4-Diazepine Nucleosides

P9-269

P.K. Gupta, G.R. Revankar, and R.K. Robins, Brigham Young University, Provo, UT USA

 

Synthesis of Certain Substituted Imidazo[4,5-c]pyridine and Pyrazolo[4,3-c]pyridine Nucleosides Related to 3-Deazaguanosine

P9-270

K.G. Upadhya, B.G. Ugarkar, G.R. Revankar, and R.K. Robins, Brigham Young University, Provo, UT, USA

 

Synthesis of 5-Substituted Derivatives of Formycin and Formycin B

P9-271

A. Monge, J.A. Palop, T. Goni, A Martinez, and E. Fernandez-Alvarez, Universidad de Navarra, Spain

 

Synthesis of [1,2]Diazepino Indole Derivatives

P9-272

A. Monge, V. Martinez, and E. Fernandez-Alvarez, Universidad de Navarra, Spain

 

Synthesis of 2-Substituted 3-Oxo-isothiazolo[5,4-b]pyridines

P9-273

T. Sugasawa, M. Adachi, K. Sasakura, A Matsushita, and M. Eigyo, Shionogi and Co., Osaka, Japan

 

1-Azacycloalkyl-1,4-Benzod iazepi n-2-Ones with Antianxiety-Antidepressant Actions

P9-274

S.-i. Kodato, H. Wada, S. Saito, and H. Tamaki, Tanabe Seiyaku Co. Ltd., Saitama,  Japan

 

Synthesis of Novel Pyridotriazepinones as Antisecretory Agents

P9-275

F.M. Abdel-Galil, G.E.H. Elgemeie, S.M. Sherif, and M.H. Elnagdi, Cairo University,  Egypt

 

A Novel Synthesis of 4-H-Thiopyrans: Unexpected Products of Reaction of Cyanothioacetamide with Cinnamonitrile Derivatives

P9-276

H.J. Shue, M.J. Green, A.K. Saksena, W. Kreutner, and A.T. MePhail, Sehering-Plough, Bloomfield, NJ, USA

 

Synthesis of Novel Forskolin Analogs and Tetrahydropyran Ring Contracted Rearrangement Products

P9-277

K. Steinbeck and J. Klein, RWTH Aachen, Germany

 

The Reactivity of CH-Bonds in Substituted 1,3-Dioxans Towards Dichlorocarbene

P9-278

M.P. Hutt and J.P. Sanchez, Warner-Lambert/Parke-Davis, Ann Arbor, MI, USA

 

Thiomorpholine and Thiazolidine Analogs of Enoxacin and Norfoxacin

P9-279

R.R. Wexler, D.J. Carini, W.A. Price, Jr., and J.G. Whitney, Du Pont, Wilmington, DL, USA

 

Synthesis and Antihypertensive Activity of a Novel Series of Diaryl and Alkyl- Arylimidazoles, Thiazoles and Oxazoles

P9-280

H.O. Hankovszky, K. Hideg, I. Bódi, and L. Frank, University of Pécs, Hungary

 

2,2,5,5-Tetramethyl-Δ3-Pyrroline-3-Carboxamides. A New Class of Antiarrhythmic Agents

P9-281

C. Kashima and Y. Ornate, University of Tsukuba, Ibaraki, Japan

 

Reactivities of 2,5-Dimethylpyrroleacetic Acid and Their Derivatives

P9-282

P.K. Kadaba, University of Kentucky, USA

 

1,2,3-Triazolines and Triazoles: Novel Anticonvulsants

P9-283

A. Kreutzberger, U. Rose, and K. Kolter, Universität Mainz, Germany

 

Dehydro-C-Mannich-Bases and (Dihexylamino)-s-Triazines as Agents Against Protozoic Infections

P9-284

H. Singh, M.R. Yadav, and D. Paul, Panjab University, India

 

Steroidal [3,4-c]-1',2',5'-Oxadiazoles as Potential Bioactive Molecules

P9-285

G. Dannhardt and L. Steindl, University of Regensburg, Germany

 

Antiinflammatory 6,7-Diaryl-2,3-Dihydro-1H-Pyrrolizines

P9-286

J.C.S. Gonçalves, M.T.L. Lima, and A.C.C. Freitas, Universidad do Rio de Janeiro, Brazil

 

New Antiinflammatory Agents from the Arylalkanoic Class

P9-287

N. Kakimoto, M. Akiba, and T. Takada, Tokyo College of Pharmacy, Japan

 

Synthesis of Biologically Active Organogermanium Compounds

P9-288

R.R. Gupta and R. Kumar, University of Rajasthan, India

 

Synthesis of 2-Amino-3-fluorobenzenethiol and its Conversion into Different   Biologically Active Heterocycles

P9-289

L-Y. Hsu and K.-C. Liu, National Defense Medical Center, Taiwan, China

 

Synthesis and Biological Evaluation of Some Thiazo- and 1,3-Thiazino[2,3-b]- Quinazoline Derivatives

P9-290

A. Nishida, T. Kasaka, M. Shibasaki, and S. Ikegami, Teikyo University, Kanagawa, Japan

 

An Efficient Synthesis of Chiral Intermediates by Asymmetric Thiol Addition and Application to the Synthesis of SQ27860 Ester

P9-291

Y. Ueda and V. Vinet, Bristol-Myers, Ouebec, Canada

 

Synthesis of New Carbapenem Antibiotics

P9-292

M.F. Harper, J.O. Morley, P.N. Preston, and S.M. Waddell, Heriot-Watt University, Edinburgh, Scotland

 

Heterocycles in Anthracyclinone Analogue Synthesis

P9-293

J.N. Reed and V. Snieckus, Memorial University of Newfoundland, Canada

 

Synthesis of Acridones and the Antibiotic Anthramycin via Amination of Ortho-Lithiated Benzene Derivatives

 

August 16 - Friday

PLENARY LECTURES

August 16 (Friday) Humanities Theatre, J.G. Hagey Hall (HH)

9:15 a.m.  

PL-11

E. Vogel, Universität Köln,Germany

 

 

The Heterocyclic Dimension of Bridged Annulene Chemistry

 

 

(Chairman: N.J. Leonard)

 

10:30 a.m.

PL-12

L.E. Overman, University of California, Irvine, CA, USA

 

 

New Strategies for Stereocontrolled Total Synthesis of Heterocyclic Natural Products 

 

 

(Chairman: D. Enders)

 

CLOSING CEREMONIES

11:30 a.m. Humanities Theatre, J.G. Hagey Hall