Nickel-Catalyzed Negishi Cross-Coupling of Bromodifluoroacetamides

被引:44
|
作者
Tarui, Atsushi [1 ]
Shinohara, Saori [1 ]
Sato, Kazuyuki [1 ]
Omote, Masaaki [1 ]
Ando, Akira [1 ]
机构
[1] Setsunan Univ, Fac Pharmaceut Sci, 45-1 Nagaotogecho, Hirakata, Osaka 5730101, Japan
关键词
ARYL BORONIC ACIDS; FORMING REDUCTIVE ELIMINATION; FLUORO-BETA-LACTAM; ETHYL BROMODIFLUOROACETATE; MEDICINAL CHEMISTRY; ARYLBORONIC ACIDS; ALPHA-ARYLATION; COPPER; ARENES; PD;
D O I
10.1021/acs.orglett.6b00232
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A nickel-catalyzed Negishi coupling of bromodifluoroacetamides with arylzinc reagents has been developed. This reaction allows access to difluoromethylated aromatic compounds containing a variety of aryl groups and amide moieties. Furthermore, highly effective transformation of the functionalized difluoromethyl group (-(CF2CONRR2)-R-1) was realized via microwave-assisted reduction under mild conditions. The notable features of this strategy are its generality and its use of a low-cost nickel catalyst and ligand; thus, this reaction provides a facile method for applications in drug discovery and development.
引用
收藏
页码:1128 / 1131
页数:4
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