Cobalt-Catalyzed Hydroarylation of Alkynes through Chelation-Assisted C-H Bond Activation

被引:271
作者
Gao, Ke [1 ]
Lee, Pin-Sheng [1 ]
Fujita, Takeshi [1 ]
Yoshikai, Naohiko [1 ]
机构
[1] Nanyang Technol Univ, Sch Phys & Math Sci, Div Chem & Biol Chem, Singapore 637371, Singapore
基金
新加坡国家研究基金会;
关键词
NICKEL/LEWIS-ACID CATALYSIS; CROSS-COUPLING REACTIONS; ORGANIC-SYNTHESIS; DIRECT ARYLATION; CARBON-HYDROGEN; ORTHO-ALKENYLATION; GRIGNARD-REAGENTS; COMPLEXES; FUNCTIONALIZATION; ALDEHYDES;
D O I
10.1021/ja106814p
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Ternary catalytic systems consisting of cobalt salts, phosphine ligands, and Grignard reagents promote addition of arylpyridines and imines to unactivated internal alkynes with high regio- and stereoselectivities. Deuterium-labeling experiments suggest that the reaction involves chelation-assisted oxidative addition of the aryl C-H bond to the cobalt center and insertion of the C-C triple bond into the Co-H bond, followed by reductive elimination of the resulting diorganocobalt species.
引用
收藏
页码:12249 / 12251
页数:3
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