Transition-metal free trifluoromethylimination of alkenes enabled by direct activation of N-unprotected ketimines  

作　　者：Boqiang Wang Yongzhuo Xu Jiajia Wang Muyang Yang Guo-Jun Deng Wen Shao 

机构地区：[1]Key Laboratory for Green Organic Synthesis and Application of Hunan Province,Key Laboratory of Environmentally Friendly Chemistry and Application of Ministry of Education,College of Chemistry,Xiangtan University,Xiangtan 411105,China [2]Department School of Chemistry and Chemical Engineering,Henan Normal University,Xinxiang 453007,China

出　　处：《Chinese Chemical Letters》2024年第9期155-159,共5页中国化学快报（英文版）

基　　金：Financial support from the National Natural Science Foundation of China(Nos.22201239,22205192 and 22271244);the Hunan Provincial Natural Science Foundation of China(No.2022JJ40429);the Scientific Research Fund of Hunan Provincial Education Department(No.21B0130);the Open Research Fund of School of Chemistry and Chemical Engineering,Henan Normal University(No.2022C02);the Process Intensification&Green Chemical Engineering Innovation Team Project of Hunan Province。

摘　　要：A highly site-selective intermolecular trifluoromethylimination of activated and unactivated olefins was reported under transition-metal-and photosensitizer-free conditions.This newly developed strategy provides straightforward and efficient access to diverse value-added vicinal trifluoromethyl amines without resorting to the pre-functionalized reagents.Mechanistic experiments demonstrate that the approach proceeded through CF_(3)and iminyl two-radicals process,which were generated directly from commercially available benzophenone imine in a novel electron-donor mode via a SET process activated by the bifunctional hypervalent iodine reagents.The synthetic potential of the protocols was further showcased via the condensation/amination sequential cascade,and transformations to accessβ-CF_(3)primary amines.

关 键 词：Transition-metal free Alkenes difunctionalization AMINATION TRIFLUOROMETHYLATION Single-electron transfer 

分 类 号：O621.25[理学—有机化学]