Reaction of organolithiums with fluoro-N,N-diallylanilines: A benzyne-mediated anionic cascade leading to 3,4-disubstituted indolines

被引：28

作者：

Bailey, WF

Carson, MW

机构：

[1] Department of Chemistry, University of Connecticut, Storrs

来源：

TETRAHEDRON LETTERS | 1997年 / 38卷 / 08期

关键词：

D O I：

10.1016/S0040-4039(97)00032-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Regioselective ortho-lithiation of either 2-fluoro- (2) or 3-fluoro-N,N-diallylaniline (3) initiates an anionic cascade leading to an N-allyl-3,4-disubstitutedindoline. The transformation involves loss of LiF from the ortho-lithiated species, regioselective intermolecular addition of the organolithium to the benzyne intermediate, and cyclization of the resulting [6-substituted-2-(N,N-diallylamino)phenyl]lithium. (C) 1997 Elsevier Science Ltd.

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页码：1329 / 1332

页数：4

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