Radical dearomatising spirocyclisations onto the C-2 position of benzofuran and indole

被引:47
作者
Kyei, AS [1 ]
Tchabanenko, K [1 ]
Baldwin, JE [1 ]
Adlington, RM [1 ]
机构
[1] Univ Oxford, Chem Res Lab, Dept Chem, Oxford OX1 3TA, England
关键词
alkyl radical; vinyl radical; aryl radical; spirocyclisation; benzofuran; indole; spirocycle;
D O I
10.1016/j.tetlet.2004.09.148
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Spirolactams were obtained via an intramolecular radical ipso-type spirocyclisation in benzofuran and indole systems. Alkyl, vinyl and aryl radicals, tethered at the C-2 position of the heterocycle underwent radical cyclisation to produce novel tricyclic partially dearomatised heterocycles in moderate yields. Fragmentation of the furan ring was observed subsequent to spirocyclisation of a vinyl radical onto a benzofuran. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:8931 / 8934
页数:4
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