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

来源：

ORGANIC LETTERS | 2016年 / 18卷 / 05期

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

页码：1128 / 1131

页数：4

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