Palladium-Catalyzed Negishi Cross-Coupling Reaction of Aryl Halides with (Difluoromethyl)zinc Reagent

被引:77
作者
Aikawa, Kohsuke [1 ]
Serizawa, Hiroki [1 ]
Ishii, Koki [1 ]
Mikami, Koichi [1 ]
机构
[1] Tokyo Inst Technol, Sch Mat & Chem Technol, Dept Chem Sci & Engn, Meguro Ku, Tokyo 1528552, Japan
关键词
COPPER-MEDIATED DIFLUOROMETHYLATION; SYNTHETIC APPLICATION; IODIDES; PERFLUOROALKYL; DIFLUOROCARBENE; CONSTRUCTION; BROMIDES; CENTERS;
D O I
10.1021/acs.orglett.6b01734
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The palladium-catalyzed Negishi cross-coupling reaction of aryl iodides and bromides with (difluoromethyl)zine reagent bearing a diamine such as TMEDA is achieved to provide the difluoromethylated aromatic compounds in good to excellent yields. The advantages of (difluoromethyl)zinc reagent are that (1) the derivatives, which possess different stability and reactivity, can be readily prepared via ligand screening and (2) transmetalation of a difluoromethyl group from the zinc reagent to palladium catalyst efficiently proceeds without an activator.
引用
收藏
页码:3690 / 3693
页数:4
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