Electrochemically Induced Regio‐ and Stereoselective (<i>E</i>)‐β‐C(<i>sp</i><sup>2</sup>)−H Trifluoromethylation and Arylsulfonylation of Enamides
Fukuan Zhang, Xuefei Zhao, Jie Zhang, Lili Zhao, Lin Li, Jiayi Yang, Hao Li, Haiqing Luo
Abstract
Abstract Herein, we disclosed an electrochemically induced method for the regio‐ and stereoselective ( E )‐β‐C( sp 2 )−H trifluoromethylation of enamides by employing readily available and inexpensive Langlois’ reagent (CF 3 SO 2 Na). Preliminary mechanistic studies indicate the involvement of free radicals in the process. The exogenous oxidant‐free reaction proceeds in an undivided electrochemical cell under mild conditions and allows for the accomplishment of the trifluoromethylation products with exclusive E ‐selective control. The methodology is featured by catalyst‐free, simple setup, and broad substrate scopes of enamides with good functional group tolerance. Using ArSO 2 Na as the coupling partner, the corresponding ( E )‐β‐C( sp 2 )−H arylsulfonylated enamides products are obtained under standard reaction conditions. magnified image