Electrochemical Trifluoromethylation/Bicyclization of <i>N</i>-Cyanamide Alkenes: Synthesis of Bicyclic Amidine Derivatives
Zhihua Yan, Yan Yan, Zhonglin Wei, Wei‐Wei Liao
Abstract
An anodically oxidizing trifluoromethylation cascade of N -cyanamide alkene bearing two electronically differentiated olefin moieties was reported, in which various N-unsaturated acyl cyanamide alkenes and CF 3 SO 2 Na acting as readily available starting materials furnished nonaromatic fused azaheterobicyclic compounds in a highly efficient and sustainable manner. The broad substrate scope, facile scalability, and sustainability enabled this electrochemical process to be an appealing complement for trifluoromethylated cyclic amidines.
Topics & Concepts
TrifluoromethylationCyanamideChemistryAlkeneCombinatorial chemistryOxidizing agentBicyclic moleculeElectrochemistryAmidineOrganic chemistrySubstrate (aquarium)TrifluoromethylCatalysisGeologyOceanographyAlkylPhysical chemistryElectrodeFluorine in Organic ChemistryRadical Photochemical ReactionsCatalytic C–H Functionalization Methods