Ni-Catalyzed Sonogashira Coupling of Nonactivated Alkyl Halides: Orthogonal Functionalization of Alkyl Iodides, Bromides, and Chlorides

被引：209

作者：

Vechorkin, Oleg ^{[1
]}

Barmaz, Delphine ^{[1
]}

Proust, Valerie ^{[1
]}

Hu, Xile ^{[1
]}

机构：

[1] Ecole Polytech Fed Lausanne, Inst Chem Sci & Engn, Lab Inorgan Synth & Catalysis, SB ISIC LSCI, CH-1015 Lausanne, Switzerland

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2009年 / 131卷 / 34期

关键词：

GRIGNARD-REAGENTS; NICKEL-COMPLEXES; CROSS-COUPLINGS; ACETYLIDES; LIGAND;

D O I：

10.1021/ja906040t

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Ni-catalyzed Sonogashira coupling of nonactivated, B-H-containing alkyl halides, including chlorides, is reported. The coupling is tolerant to a wide range of functional groups, including ether, ester, amide, nitrite, keto, heterocycle, acetal, and aryl halide, in both coupling partners. The coupling can be selective for a specific C-X bond (X = 1, Br, Cl) and allows for orthogonal functionalization of alkyl halides with multiple reactive sites.

引用

页码：12078 / +

页数：3

共 23 条

[1] The first palladium-catalyzed Sonogashira coupling of unactivated secondary alkyl bromides [J].