First example of the C-alkylation of indoles with Baylis-Hillman acetates

被引:47
|
作者
Yadav, JS [1 ]
Reddy, BVS [1 ]
Basak, AK [1 ]
Narsaiah, AV [1 ]
Prabhakar, A [1 ]
Jagadeesh, B [1 ]
机构
[1] Indian Inst Chem Technol, Div Organ Chem, Hyderabad 500007, Andhra Pradesh, India
关键词
indium compounds; allylic substitution; heteroaromatics;
D O I
10.1016/j.tetlet.2004.11.139
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Baylis-Hillnian acetates undergo S(N)2' allylic substitution with indoles in the presence of 20 mol% of indium tribromide under mild conditions to afford a new class of substituted indoles in high yields with (E)-stereo selectivity. The stereochemistry of the products was assigned by various NMR experiments. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:639 / 641
页数:3
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