Radical cyclisation reactions with indoles

被引:66
作者
Flanagan, SR [1 ]
Harrowven, DC [1 ]
Bradley, M [1 ]
机构
[1] Univ Southampton, Dept Chem, Southampton SO17 1BJ, Hants, England
关键词
D O I
10.1016/S0040-4039(03)00094-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Several radical cyclisation reactions involving indoles are described. Most notably, we have shown that radical additions to C3 of an indole are frequently facile. A dichotomy in the course of radical cyclisation reactions to C2 of the indole has also been exposed wherein 6-endo-trig cyclisations are propagated by the loss of a hydrogen atom from C2 while 5-exo-trig cyclisations are propagated by hydrogen atom abstraction at C3 from tributyltin hydride. Cyclisations involving the addition of indolyl radical intermediates to arenes have also been demonstrated. (C) 2003 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:1795 / 1798
页数:4
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