Li Zheng, Jiao Lingcong, Sun Yunhai, He Zeying, Wei Zhonglin, Liao Wei-Wei
Department of Organic Chemistry, College of Chemistry, Jilin University, Changchun, 130012, P. R. China.
Angew Chem Int Ed Engl. 2020 Apr 27;59(18):7266-7270. doi: 10.1002/anie.202001262. Epub 2020 Mar 9.
An unprecedented electrochemical trifluoromethylation/SO insertion/cyclization process has been achieved in an undivided cell in an atom-economic fashion. The protocol relies on tandem cyclization of N-cyanamide alkenes by using Langlois' reagent as a source of both CF and SO under direct anodically oxidative conditions, in which two C-C bonds, two C-X bonds (N-S and S-C), and two rings were formed in a single operation. This transformation enabled efficient construction of various trifluoromethylated cyclic N-sulfonylimines from readily accessible materials.
一种前所未有的电化学三氟甲基化/硫插入/环化过程已在无隔膜电解池中以原子经济的方式实现。该方法依赖于在直接阳极氧化条件下,使用朗格卢瓦试剂作为CF和SO的来源,对N-氰基酰胺烯烃进行串联环化反应,在一次操作中形成两个C-C键、两个C-X键(N-S和S-C)以及两个环。这种转化能够从易于获得的原料高效构建各种三氟甲基化的环状N-磺酰亚胺。