Nickel-Catalyzed Negishi Cross-Coupling of Bromodifluoroacetamides
Atsushi Tarui1, Saori Shinohara1, Kazuyuki Sato1
1Faculty of Pharmaceutical Sciences, Setsunan University , 45-1 Nagaotogecho, Hirakata, Osaka 573-0101, Japan.
Abstract:
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 (-CF2CONR(1)R(2)) 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.
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