Copper-Catalyzed Decarboxylative Difluoroalkylation and Perfluoroalkylation of alpha,beta-Unsaturated Carboxylic Acids
Copper-Catalyzed Decarboxylative Difluoroalkylation and Perfluoroalkylation of alpha,beta-Unsaturated Carboxylic Acids
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铜催化α,β-不饱和羧酸的脱羧二氟烷基化和全氟烷基化
DOI：
10.1021/acs.joc.6b02613
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发表时间：
2017
影响因子：
3.6
通讯作者：
Huang Jing-Mei
中科院分区：
文献类型：
--
作者：
Lai Yin-Long;Lin Dian-Zhao;Huang Jing-Mei
介绍了铜催化的α，β-不饱和羧酸的脱羧二氟烷基化和全氟烷基化反应。在亚磷酸二烷基酯的促进下，该反应在温和的反应条件下，由易得的氟代烷基碘和溴得到具有良好立体选择性和广泛底物范围的氟烷基化基序。初步的机理研究表明，自由基途径参与了催化循环，亚磷酸二烷基酯在该反应中起了不可或缺的作用。
Copper-catalyzed decarboxylative difluoroalkylation and perfluoroalkylation of α,β-unsaturated carboxylic acids is described. Promoted by dialkyl phosphite, this novel reaction affords fluoroalkylated motifs with excellent stereoselectivity and broad substrate scope under mild reaction conditions from readily available fluoroalkyl iodides and bromides. Preliminary mechanism study suggests that radical pathway was involved in the catalytic cycle and dialkyl phosphite had played an indispensable role in this reaction.