Negishi Coupling of Secondary Alkylzinc Halides with Aryl Bromides and Chlorides

被引:204
作者
Han, Chong [1 ]
Buchwald, Stephen L. [1 ]
机构
[1] MIT, Dept Chem, Cambridge, MA 02139 USA
关键词
CROSS-COUPLINGS; ORGANOZINC REAGENTS; ORGANIC HALIDES; CATALYST; DISCOVERY; GRIGNARD;
D O I
10.1021/ja902046m
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An efficient palladium-catalyzed process has been developed for Negishi coupling of secondary alkylzinc halides with a wide range of aryl bromides and activated aryl chlorides. A palladium catalyst composed of a new biaryidialkylphosphine ligand, CPhos, effectively promotes the rate of the reductive elimination step relative to the rate of the undesired B-hydride elimination. The broad substrate scope and excellent ratio of the desired secondary to the undesired primary coupling product make this method a powerful and reliable tool for C(sp(3))-C(sp(2)) bond formation.
引用
收藏
页码:7532 / +
页数:3
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