Formation of C-amido-calix[3]indoles from 2′- and 7′-indolylglyoxylamides

被引：14

作者：

Black, DS ^{[1
]}

Kumar, N ^{[1
]}

McConnell, DB ^{[1
]}

机构：

[1] Univ New S Wales, Sch Chem, Sydney, NSW 2052, Australia

来源：

TETRAHEDRON | 2000年 / 56卷 / 43期

基金：

澳大利亚研究理事会;

关键词：

calixarenes; indoles; keto acids and derivatives; hydroxy acids and derivatives;

D O I：

10.1016/S0040-4020(00)00774-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A range of 2'- and 7'-indolylglyoxylic amides 1 and 2, derived from 3-(4'-chlorophenyl)-4,6-dimethoxyindole, have been reduced to the corresponding alcohols 3 and 4 respectively. On treatment with acid, these alcohols underwent trimerisation to give the calix[3]indoles 8. The major conformer was generally the flattened partial cone, but in certain cases the cone conformers could be detected and even isolated. The related 2'-indolylglyoxylic amides 13, derived from 4,6-dimethoxy-3-methylindole, were also converted into calix[3]indoles 15. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：8513 / 8524

页数：12

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