The reactions of nitrones with indoles

被引：68

作者：

Chalaye-Mauger, H ^{[1
]}

Denis, JN ^{[1
]}

Averbuch-Pouchot, MT ^{[1
]}

Vallée, Y ^{[1
]}

机构：

[1] Univ Grenoble 1, Etud Dynam & Struct Select Lab, CNRS, Lab Mixte, F-38041 Grenoble, France

来源：

TETRAHEDRON | 2000年 / 56卷 / 05期

关键词：

indoles; nitrones; hydroxylamines; natural products;

D O I：

10.1016/S0040-4020(99)01051-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reaction of nitrones with various indole derivatives has been studied. When the reaction was promoted by ClSiMe3, the isolated products were 3,3'-diindolylalkanes. With HCl as the activating reagent, 3-indolylhydroxylamines were isolated. The diastereoselectivity of this condensation with a nitrone derived from cysteine was investigated. A method for the introduction of an alkylhydroxylamino group onto position 2 of indole, the synthesis of three natural 3,3'-diindolylalkanes and of non-symmetric diindolylalkanes are also reported. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：791 / 804

页数：14

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