Facile and efficient synthesis of quinolin-2 (1 H)-ones via cyclization of penta-2, 4-dienamides mediated by H 2 SO 4

…, D Xiang, R Zhang, S Kumar, F Zhou, D Dong

Index: Liu, Xu; Xin, Xin; Xiang, Dexuan; Zhang, Rui; Kumar, Santosh; Zhou, Fenguo; Dong, Dewen Organic and Biomolecular Chemistry, 2012 , vol. 10, # 29 p. 5643 - 5646

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Citation Number: 19

Abstract

A facile and efficient synthesis of substituted quinolin-2 (1H)-ones is developed via intramolecular cyclization of penta-2, 4-dienamides mediated by concentrated H2SO4 (98%), and a mechanism involving the formation of a dicationic superelectrophile, and subsequent intramolecular nucleophilic cyclization reactions is proposed.