Reaction of α-oxoketene-N, S-arylaminoacetals with Vilsmeier reagents: an efficient route to highly functionalized quinolines and their benzo/hetero-fused analogues

…, C Venkatesh, UK Syam Kumar, H Ila…

Index: Mahata; Venkatesh; Syam Kumar; Ila; Junjappa Journal of Organic Chemistry, 2003 , vol. 68, # 10 p. 3966 - 3975

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Citation Number: 135

Abstract

A simple, highly efficient, and regioselective synthesis of functionalized quinolines through Vilsmeier cyclization of a variety of α-oxoketene-N, S-anilinoacetals has been reported. The cyclization is found to be facile with N, S-acetals bearing strongly activating groups on aniline, whereas yields of quinolines are moderate in other cases. The reaction could also be extended for the synthesis of substituted tricyclic benzo [h] quinoline, pyrido [2, 3-h] ...