4-Azabicyclo [5,2,2] undeca-8,10-dien-3-ones. Photochemical Formations and Novel Rearrangements

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概要

• 論文の詳細を見る

• Water soluble novel compounds, 4-azabicyclo [5,2,2] undeca-8,10-dien-3-ones were synthesized on the photolysis of N-chloroacetyl derivatives of para methoxyphenethylamines (I and II). Some reactions of 4-azabicyclo [5,2,2] undeca-8,10-dien-3-ones (IV, VIII and IX) in acids were examined. Compounds IV and IX bearing one and two enolether groups respectively were rearranged by hydrogen chloride treatments into 4-azatricyclo [5,2,2,0^<4,10>] undeca-8-en-3-ones (XIII, XXVI, XXVII and XXVIII). On heating of IV or IX in acetic acid, a novel fragmentation reaction took place to yield a aromatized compound, X or XXIV. On the other hand, VIII having no enol-ether group was stable to acid treatments.

• 公益社団法人日本薬学会の論文
• 1972-05-25

著者

• 岩隈 建男

  Organic Chemistry Research Laboratory, Tanabe Seiyaku Co., Ltd.

• 岩隈 建男

  Organic Chemistry Research Laboratory Tanabe Seiyaku Co. Ltd.

• 仲井 英雄

  Organic Chemistry Research Laboratory Tanabe Seiyaku Co. Ltd.

• 米光 宰

  Faculty of Pharmaceutical Sciences, Hokkaido University

• 仲井 英夫

  田辺製薬研

• 中井 英雄

  Organic Chemistry Research Laboratory Tanabe Seiyaku Co. Ltd.

• Nakai H

  Organic Chemistry Research Laboratory Tanabe Seiyaku Co. Ltd.

• 米光 宰

  Organic Chemistry, Research Laboratory, Tanabe Seiyaku Co., Ltd.

• 逸見 恵次

  Exploratory Research Laboratories Fujisawa Pharmaceutical Co. Ltd.

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