Regular Issue

Vol. 24, No. 3, 1986

38 data found. 31 - 38 listedFirst Previous
Paper | Regular issue | Vol 24, No. 3, 1986, pp. 743 - 750
Published online:
DOI: 10.3987/R-1986-03-0743
Synthesis of Naturally Occuring 2,5-Dialkylchromones. Part 1. Synthesis of Aloesone and Aloesol

Paola Gramatica, M. Pia Gianotti, Giovanna Speranza, and Paolo Manitto*

*Dipartimento di Chimica Organica e Industriale, Università digli Studi di Milano, via Golgi 19, I-20133 Milano, Italy


A number of 2-alkyl-7-alkoxy (or hydroxy)-5-methylchromones, including naturally occurring aloesone and aloesol, were synthesized starting from ethyl orsellinate via β-ketosulfoxides as intermediates.

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Paper | Regular issue | Vol 24, No. 3, 1986, pp. 751 - 753
Published online:
DOI: 10.3987/R-1986-03-0751
Synthesis of Spiro[3,4,5,6-tetrahydro-1,4-oxazin-2-one-6,2’-tricyclo[,7]decane]

Vassil St. Georgiev,* George B. Mullen, and Christopher G. Acker

*Department of Organic Chemistry, Pharmaceutical Division, Pennwalt Corporation, Rochester, New York 14623, U.S.A.


The synthesis of spiro[3,4,5,6-tetrahydro-1,4-oxazin-2-one-6,2’-tricyclo[,7]decane], a novel heterocyclic system ie described.

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Paper | Regular issue | Vol 24, No. 3, 1986, pp. 755 - 769
Published online:
DOI: 10.3987/R-1986-03-0755
Preparation of 3-Substituted Quinolines. II. Preparation and Cyclodehydration of α-Alkyl- and α-Pheyl-β-arylaminoacrolein Derivatives

Reiko Todoroki, Machiko Ono, and Shinzo Tamura*

*Faculty of Pharmaceutical Sciences, Toho University, 2-2-1, Miyama, Funabashi, Chiba 274-8510, Japan


α-Methyl-β-arylaminoacroleins were prepared by the hydrolysis of 2-methyl-1-arylamino-3-arylimino-1-propene derivatives. α-Ethyl- and α-phenyl-β-arylaminoacroleins were prepared by the reaction of arylamines and 2-substituted 1,1,3,3-tetraethoxypropane derivatives. 3-Methyl-, 3-ethyl- and 3-phenylquinolines were obtained from α-methyl-, α-ethyl and α-phenyl-β-arylaminoacroleins on heating with aluminum bromide in good yields. α-Bromo-β-anilinoacrolein (9b) was prepared by the reaction of β-anilinoacrolein (6b) and N-bromosuccinimide. Reaction of 9b and aluminum bromide did not afford 3-bromoquinoline.

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Paper | Regular issue | Vol 24, No. 3, 1986, pp. 771 - 776
Published online:
DOI: 10.3987/R-1986-03-0771
A Versatile Novel Synthesis of Benzofuran and Related Compounds. II. The Vilsmeier Reaction of α-Phenoxyacetophenones

Takashi Hirota,* Hiroko Fujita, Kenji Sasaki, Tetsuto Namba, and Shohei Hayakawa

*Faculty of Pharmaceutical Sciences, Okayama University, 1-1-1 Tsushima-naka, Okayama 700-8530, Japan


A novel synthesis of 2-benzoylbenzofurans by the Vilsmeier reaction of α-phenoxyacetophenones are described.

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Paper | Regular issue | Vol 24, No. 3, 1986, pp. 777 - 783
Published online:
DOI: 10.3987/R-1986-03-0777
Synthetic Approach to the Antitumour Antibiotics Neothramycins

Nicole Langlois,* Philippe Bourrel, and Ratremaniaina Z. Andriamialisoa

*Institut des Chimie des Substances Naturelles, C.N.R.S., 1 avenue de la Terrasse, Bat. 27, 91198 Gif-sur-Yvette Cedex, France


A new simple synthetic route to the pyrrolo[1,4]benzodiazepines (5) related to the neothramycins (1) and (2) through the methyl imidate (7) is described.

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Paper | Regular issue | Vol 24, No. 3, 1986, pp. 785 - 792
Published online:
DOI: 10.3987/R-1986-03-0785
Coupling Reaction of Chloropyrazines and Their N-Oxides with Tetraphenyltin

Akihiro Ohta,* Masakatsu Ohta, and Tokuhiro Watanabe

*Tokyo University of Pharmacy and Life Science, 1432-1 Horinouchi, Hachioji, Tokyo 192-0392, Japan


By the coupling reaction of monochloropyrazines, dichloropyrazines, 2-chloropyrazine 1-oxides, and 2-chloropyrazine 4-oxides with tetraphenyltin, the corresponding phenylpyrazines were prepared in satisfactory yields.

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Paper | Regular issue | Vol 24, No. 3, 1986, pp. 793 - 797
Published online:
DOI: 10.3987/R-1986-03-0793
Pyridazines XXXI. A Facile Synthesis of 3-Pyridazinecarbonitriles via 2-(4-Toluenesulfonyl)-2,3-dihydro-3-pyridazinecarbonitriles

Wolfgang Dostal and Gottfried Heinisch*

*Institute of Pharmaceutical Chemistry, University of Vienna, Währinger Strasse 10, A-1090 Vienna, Austria


Pyridazines 1a-c react with trimethylsilyl cyanide/4-toluenesulfonyl chloride to give 2-(4-toluenesulfonyl)-2,3-dihydro-3-pyridazinecarbonitriles (2a-c) in satisfactory yields. Conversion of compounds 2a-c into 3-pyridazinecarbonitriles 3a-c is conveniently accomplished by action of 1,8-diazabicyclo[5.4.0]undec-7-ene.

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Paper | Regular issue | Vol 24, No. 3, 1986, pp. 799 - 803
Published online:
DOI: 10.3987/R-1986-03-0799
Photoreaction of 4-Iodopyridine with Heteroaromatics

Koh-ichi Seki,* Kazue Ohkura, Masanao Terashima, and Yuichi Kanaoka

*Faculty of Pharmaceutical Scicences, Higashinihonngakuen University, 1757 Kanazawa, Toubetu-cho, Ishikari-gun, Hokkaodo 061-0212, Japan


Photoreaction of 4-iodopyridine with various heteroaromatics leads to give the corresponding 4-heteroarylpyridines in appreciable yields.

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