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铑催化的异氰酸酯存在下2-乙炔基苯胺的环化反应:吲哚-3-甲酰胺的合成方法

Rhodium-Catalyzed Cyclization of 2-Ethynylanilines in the Presence of Isocyanates: Approach toward Indole-3-carboxamides.

作者信息

Mizukami Akiho, Ise Yumi, Kimachi Tetsutaro, Inamoto Kiyofumi

机构信息

School of Pharmacy and Pharmaceutical Sciences, Mukogawa Women's University , 11-68, 9-Bancho, Koshien, Nishinomiya, Hyogo 663-8179, Japan.

出版信息

Org Lett. 2016 Feb 19;18(4):748-51. doi: 10.1021/acs.orglett.6b00007. Epub 2016 Feb 3.

Abstract

Catalytic synthesis of indole-3-carboxamides from 2-ethynylanilines and isocyanates was achieved in the presence of a rhodium catalyst through a tandem-type, cyclization-addition sequence. This tandem-type process can be performed under mild reaction conditions, affording 2,3-disubstituted indoles in a one-pot manner generally in good to excellent yields. The broad substrate scope and good functional group compatibility make the method highly efficient and widely applicable, providing a facile and entirely novel route toward variously substituted indole-3-carboxamides.

摘要

在铑催化剂存在下,通过串联型环化-加成序列,实现了由2-乙炔基苯胺和异氰酸酯催化合成吲哚-3-甲酰胺。这种串联型反应过程可以在温和的反应条件下进行,以一锅法通常以良好至优异的产率得到2,3-二取代吲哚。广泛的底物范围和良好的官能团兼容性使该方法高效且广泛适用,为合成各种取代的吲哚-3-甲酰胺提供了一条简便且全新的途径。

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