N-Heterocyclic-Carbene-Catalyzed Synthesis of 2-Aryl Indoles

被引：78

作者：

Hovey, M. Todd ^{[1
]}

Check, Christopher T. ^{[1
]}

Sipher, Alexandra F. ^{[1
]}

Scheidt, Karl A. ^{[1
]}

机构：

[1] Northwestern Univ, Dept Chem, Ctr Mol Innovat & Drug Discovery, Evanston, IL 60208 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2014年 / 53卷 / 36期

关键词：

asymmetric synthesis; cooperative effects; carbenes; O-QUINONE METHIDES; ACTIVATED DOUBLE-BONDS; ALPHA-ARYL KETONES; N-(ORTHO-CHLOROMETHYL)ARYL AMIDES; ENANTIOSELECTIVE SYNTHESIS; ACYLOIN CONDENSATIONS; INTERNAL ALKYNES; ENOL LACTONES; SULFUR YLIDES; NHC CATALYSIS;

D O I：

10.1002/anie.201405035

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A convergent and efficient transition-metal-free catalytic synthesis of 2-aryl-indoles has been developed. The interception of a highly reactive and transient aza-ortho-quinone methide by an acyl anion equivalent generated through N-hetereocyclic carbene catalysis is central to this successful strategy. High yields and a wide scope as well as the streamlined synthesis of a kinase inhibitor are reported.

引用

页码：9603 / 9607

页数：5

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