The annulation of 3-alkylindoles with 1,1-cyclopropanediesters

被引：81

作者：

Kerr, MA ^{[1
]}

Keddy, RG ^{[1
]}

机构：

[1] Acadia Univ, Dept Chem, Wolfville, NS B0P 1X0, Canada

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 31期

关键词：

D O I：

10.1016/S0040-4039(99)01107-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A variety of indoles, all bearing a methyl group in the 3-position, underwent smooth reaction with 1,1-cyclopropanediesters to yield annulated adducts in fair to excellent yield. Under kinetic control the annulation reaction was dominant, but under high temperature conditions for extended periods of time, rearrangement occurred leading to 2,3-dialkylindoles. Hyperbaric conditions were found to be effective in sterically demanding cases. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：5671 / 5675

页数：5

共 14 条

[11] The high pressure reaction of cyclopropanes with indoles catalyzed by ytterbium triflate [J].