Wang Pingyang, Du Pengcheng, Sun Qianqian, Zhang Jianhua, Deng Hongmei, Jiang Haizhen
Department of Chemistry, Shanghai University, Shanghai, 200444, PR China.
Key Laboratory of Advanced Display and System Application, Ministry of Education, Shanghai University, Shanghai, 200072, PR China.
Org Biomol Chem. 2021 Mar 11;19(9):2023-2029. doi: 10.1039/d0ob02546a.
An efficient silver-catalyzed method of decarboxylative radical allylation of α,α-difluoroarylacetic acids to build CF2-allyl bonds has been developed. Using allylsulfone as an allyl donor, α,α-difluorine substituted arylacetic acids bearing various functional groups are successfully allylated to access a series of 3-(α,α-difluorobenzyl)-1-propylene compounds in moderate to excellent yields in aqueous CH3CN solution under the mild conditions. Experimental studies disclosed that the α-fluorine substitution of arylacetic acid has a great influence on free radical activity and reactivity.
已开发出一种高效的银催化方法，用于α,α-二氟芳基乙酸的脱羧自由基烯丙基化反应，以构建CF2-烯丙基键。使用烯丙基砜作为烯丙基供体，在温和条件下，在含水CH3CN溶液中，各种带有不同官能团的α,α-二氟取代芳基乙酸成功地进行烯丙基化反应，以中等至优异的产率获得了一系列3-(α,α-二氟苄基)-1-丙烯化合物。实验研究表明，芳基乙酸的α-氟取代对自由基活性和反应性有很大影响。
