Suzuki-Miyaura Coupling of NHC-Boranes: A New Addition to the C-C Coupling Toolbox

被引：60

作者：

Monot, Julien ^{[1
]}

Brahmi, Malika Makhlouf ^{[1
]}

Ueng, Shau-Hua ^{[1
]}

Robert, Carine ^{[1
]}

Desage-El Murr, Marine ^{[1
]}

Curran, Dennis P. ^{[1
,2
]}

Malacria, Max ^{[1
]}

Fensterbank, Louis ^{[1
]}

Lacote, Emmanuel ^{[1
]}

机构：

[1] Univ Paris 06, Inst Parisien Chim Mol, UMR CNRS 7201, F-75005 Paris, France

[2] Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA

来源：

ORGANIC LETTERS | 2009年 / 11卷 / 21期

基金：

美国国家科学基金会;

关键词：

N-HETEROCYCLIC CARBENES; BORONIC ACIDS; LEWIS PAIR; COMPLEXES; HYDROGEN; BOND; ACTIVATION;

D O I：

10.1021/ol902012c

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Complexes of triaryl- and trialkylboranes with N-heterocyclic carbenes (NHCs) participate in Suzuki-Miyaura cross-coupling reactions and provide coupled products in good yields under base-free conditions. The reaction can be applied to CSp(2)-CSp(2) and Csp(2)-Csp(2) carbon-carbon bond formation with triflates, iodides, bromides, and chlorides. These results enrich the utility of NHC-borane complexes, which can be added to the toolkit of Suzuki-Miyaura cross-couplings, along with boronic acids and organotrifluoroborates.

引用

页码：4914 / 4917

页数：4

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