Synthetic Communications

Remarkably efficient and direct route to quinolines and benzoazepines from the condensation of benzoxazinediones with phosphonium carbanion salts

WM Abdou, AA Kamel

Index: Abdou, Wafaa M.; Kamel, Azza A. Synthetic Communications, 2007 , vol. 37, # 22 p. 3945 - 3960

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Citation Number: 8

Abstract

Abstract Treatment of 2 H??3, 1??benzoxazine??2, 4 (1 H)??dione (1a) with vinyltriphenylphosphonium bromide (2a) gives substituted benzoazepine 8a (48% yield) and indolizinone 12 (27% yield), whereas substituted quinolinone 15 and benzoazepine 8b were isolated from the reaction of N??methylisatoic anhydride (1b) and 2a. Furthermore, a series of quinoline derivatives was synthesized from the reactions of 1a and 1b with allyl??( ...