Acid-Catalyzed Reactions of 3-Substituted-4,6-dimethoxyindoles with Ketones

被引：4

作者：

Wood, Kasey ^{[1
]}

Black, David St C. ^{[1
]}

Kumar, Naresh ^{[1
]}

机构：

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

来源：

AUSTRALIAN JOURNAL OF CHEMISTRY | 2010年 / 63卷 / 05期

基金：

澳大利亚研究理事会;

关键词：

ANTI-IMPLANTATION ACTIVITY; CYCLIZATIVE CONDENSATIONS; METHYL KETONES; ELECTROPHILIC SUBSTITUTION; YUEHCHUKENE; INDOLE; ACETONE; ANALOGS; PRODUCTS;

D O I：

10.1071/CH10137

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Activated 3-substituted-4,6-dimethoxyindoles undergo acid catalyzed condensation with acetone and acetophenones in the presence of hydrochloric acid to give pyrrolo[a]indoles. Mixed pyrrolo[a]indoles can similarly be formed using a 1:1 mixture of two indoles. The reaction was found to be sensitive to acidity, with a 3:2 spiro condensation product being preferentially formed in the presence of p-toluenesulfonic acid.

引用

页码：761 / 770

页数：10

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