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Atsuto Kozuka

Tohoku University

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Publication

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Journal of The Chemical Society-perkin Transactions 1 | 1974

Studies on the syntheses of heterocyclic compounds. Part DLXXVII. An abnormal Hofmann degradation of phenolic berbinium salts

Tetsuji Kametani; Makoto Takemura; Keiichiro Fukumoto; Tsunekazu Terui; Atsuto Kozuka

Hofmann degradation of 11-hydroxy-10-methoxy-7-methyl-2,3-methylenedioxyberbinium iodide (2) with methanolic potassium hydroxide gave 1,2,3,4-tetrahydro-1-(5-hydroxy-4-methoxy-2-methoxymethylbenzyl)-6,7-methylenedioxy-2-methylisoquinoline (14) in addition to the normal methine base (7). Abnormal Hofmann degradation was observed with schefferine methiodide (3) and nandinine methiodide (4). The mechanism of this type of reaction and the biogenesis of the protoberberine alkaloid mecambridine (22) are discussed.

Yakugaku Zasshi-journal of The Pharmaceutical Society of Japan | 1966

Streptonigrin関連化合物の合成研究 : (第4報)4-(3,4-Methylenedioxyphenyl)-および4-(3,4-Dimethoxyphenyl)-3-cyano-5-ethoxycarbonyl-6-methyl-2-quinolylpyridineの合成 : 複素環式化合物の合成研究 第149報

Tetsuji Kametani; Kunio Ogasawara; Atsuto Kozuka

Yakugaku Zasshi-journal of The Pharmaceutical Society of Japan | 1971

Studies on the Syntheses of Heterocyclic Compounds. CDXLII. : Syntheses of Streptonigrin and Related Compounds. X. : A Synthesis of Methyl 3-Acetamido-1, 2-dihydro-4-(2, 3, 4-trimethoxyphenyl)-5-methyl-2-oxo-6-pyridinecarboxylate

Tetsuji Kametani; Sadao Tanaka; Atsuto Kozuka

Yakugaku Zasshi-journal of The Pharmaceutical Society of Japan | 1970

[Streptonigrin and related compounds. IX. Syntheses of 4-phenyl-2,3-dimethylpyridone derivatives. (Studies on the syntheses of heterocyclic compounds. 363)].

Tetsuji Kametani; Atsuto Kozuka; Sadao Tanaka

Yakugaku Zasshi-journal of The Pharmaceutical Society of Japan | 1973

[Studies on the syntheses of heterocyclic compounds. DXV. Syntheses of streptonigrin and related compounds. XI. Synthesis of 2-chloro-5,6,8-trimethoxyquinoline].

Tetsuji Kametani; Atsuto Kozuka; Tsunekazu Terui

Yakugaku Zasshi-journal of The Pharmaceutical Society of Japan | 1967

Streptonigrin and related compounds. VII. Synthesis of the streptonigrin nucleus by the formation of a pyridine ring. (Studies on the synthesis of heterocyclic compounds. 198)

Tetsuji Kametani; Kunio Ogasawara; Atsuto Kozuka; Kiyosato Nyu

Yakugaku Zasshi-journal of The Pharmaceutical Society of Japan | 1967

[Streptonigrin and related compounds. 8. Hydrolysis and Hofmann reaction of ethyl 3-cyano-4-(3,4-dimethoxyphenyl)-6-methyl-2-quinolyl-5-pyridinecarboxylate. (Studies on the synthesis of heterocyclic compounds. CXCIX.)].

Tetsuji Kametani; Kunio Ogasawara; Atsuto Kozuka

Chemical & Pharmaceutical Bulletin | 1973

Studies on the Syntheses of Heterocyclic Compounds. DXXV. Syntheses of Berberine and Related Compounds. III. Dealkylation of N-Substituted Protoberberinium Salts

Tetsuji Kametani; Eiko Taguchi; Kazuya Yamaki; Atsuto Kozuka; Tsunekazu Terui

Yakugaku Zasshi-journal of The Pharmaceutical Society of Japan | 1967

[Streptonigrin and related compounds. V. Syntheses of the compounds having streptonigrin-type structure. (Studies on the syntheses of heterocyclic compounds. CLXIX.)].

Tetsuji Kametani; Kunio Ogasawara; Atsuto Kozuka; Masahisa Shio

Yakugaku Zasshi-journal of The Pharmaceutical Society of Japan | 1973

[Studies on the syntheses of heterocyclic compounds. DXVII. Syntheses of berberine and related compounds. II. The Mannich reaction of 1-benzylisoquinoline under various conditions].

Tetsuji Kametani; Eiko Taguchi; Katsuya Yamaki; Atsuto Kozuka; Tsunekazu Terui

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Collaboration

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Tetsuji Kametani

Hoshi University

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Tsunekazu Terui

Tohoku University

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Kunio Ogasawara

Tohoku University

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Keiichiro Fukumoto

Tohoku University

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Eiko Taguchi

Tohoku University

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Makoto Takemura

Tohoku University

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Masahisa Shio

Tohoku University

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Sadao Tanaka

Tohoku University

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Kazuya Yamaki

Tohoku University

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Kiyosato Nyu

Tohoku University

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