Ring Contraction Reactions of Methyl Quinoline 1-Oxide 5-Carboxylates via the Corresponding Benz [d]-1,3-oxazepines. A Facile Synthesis of Methyl Indole 4-Carboxylate and Its Derivatives

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概要

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• A new synthetic method of the 4-substituted indoles from 5-substituted quinoline 1-oxides was developed. The method involves a photochemical ring enlargement of the N-oxides to benz [d]-1,3-oxazepines and subsequent ring contraction to these indoles under thermal or photochemical conditions. An interesting ring contraction of the 6-alkoxycarbonyl-2-cyanobenz [d]-1,3-oxazepine to 5-aminoisocoumarins and their ring transformation to the 4-alkoxycarbonylindoles were also disclosed.

• 公益社団法人日本薬学会の論文
• 1979-04-25

著者

• 金子 主税

  Faculty Of Pharmaceutical Sciences Kanazawa University

• 金子 主税

  Pharmaceutical Institute Tohoku University

• 山本 敦

  Faculty of Pharmaceutical Sciences, Kanazawa University

• 橋場 万理美

  Faculty of Pharmaceutical Sciences, Kanazawa University

• 橋場 万理美

  Faculty Of Pharmaceutical Sciences Kanazawa University

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