Highly N2-Selective Palladium-Catalyzed Arylation of 1,2,3-Triazoles

被引：136

作者：

Ueda, Satoshi ^{[1
]}

Su, Mingjuan ^{[1
]}

Buchwald, Stephen L. ^{[1
]}

机构：

[1] MIT, Dept Chem, Cambridge, MA 02139 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2011年 / 50卷 / 38期

基金：

美国国家卫生研究院;

关键词：

C-N coupling; heterocycles; homogeneous catalysis; N-arylation; palladium; NONACTIVATED TERMINAL ALKYNES; 3-COMPONENT COUPLING REACTION; EFFICIENT SYNTHESIS; CLICK CHEMISTRY; AZIDES; CYCLOADDITION; DISCOVERY;

D O I：

10.1002/anie.201103882

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A familiar ring? Highly N2-selective arylation of 4,5-unsubstituted and 4-substituted 1,2,3-triazoles was achieved for the first time by the Pd/1 catalyst system. A wide range of N2-aryl-1,2,3- triazoles were prepared from aryl bromides, chlorides, and triflates with excellent N2 selectivity (see scheme). Density functional theory calculations suggest that the formation of N2-arylated 1,2,3-triazoles is favored kinetically. dba=dibenzylideneacetone, Tf=trifluoromethanesulfonyl. © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：8944 / 8947

页数：4

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