文献类型：期刊文献

英文题名：Efficient synthesis of trifluoromethyl-containing vicinal chlorohydrins and dichlorides via Mn-mediated chlorohydroxylation and dichlorination of α-(trifluoromethyl)styrenes

作者：Huang, Jiaqi[1];Zhuge, Ronghua[1];Qian, Yuhao[1];Huang, Qingchun[1];Cao, Song[1]

机构：[1]East China Univ Sci & Technol, Sch Pharm, Shanghai Key Lab Chem Biol, Shanghai 200237, Peoples R China

年份：2025

卷号：23

期号：37

起止页码：8397

外文期刊名：ORGANIC & BIOMOLECULAR CHEMISTRY

收录：;EI(收录号：20254019255075);WOS:【SCI-EXPANDED(收录号:WOS:001563685100001)，CCR-EXPANDED(收录号:WOS:001563685100001)】；

基金：We are grateful for financial support from the National Natural Science Foundation of China (Grant No. 32372588).

语种：英文

外文关键词：Addition reactions - Chlorine - Manganese compounds - Sodium chloride - Sulfur compounds

摘要：An efficient method for the synthesis of trifluoromethyl-containing vicinal chlorohydrins and dichlorides via Mn-mediated chlorohydroxylation and dichlorination of alpha-(trifluoromethyl)styrenes using Na2S2O8 as an oxidant and NaCl as a chlorine source was developed. The distribution of alpha-hydroxy-alpha-trifluoromethyl-beta-chlorohydrins and alpha-trifluoromethyl dichlorides was highly dependent on the amount of NaCl and Na2S2O8, as well as the solvent employed. The addition of water would be beneficial for the formation of chlorohydrins. The reaction mechanism involves an electrophilic addition of a chloronium ion to electron-deficient alpha-(trifluoromethyl)styrenes.