Copper-Catalyzed Direct Cycloaddition of Imidazoles and Alkenes to Trifluoromethylated Tricyclic Imidazoles
Shengnan Lin, Jianchao Cui, Yu Chen, Yi Li
Abstract
We reported herein a copper-catalyzed trifluoromethylarylated cycloaddition of imidazoles and olefins using CF3SO2Cl as the radical source to synthesize highly functionalized tricyclic imidazoles. This procedure exhibits a wide range of substrate scope with 25%–93% isolated yields (36 examples). Mechanistic studies were carried out to support a free trifluoromethyl radical pathway.
Topics & Concepts
ChemistryCycloadditionTricyclicCatalysisTrifluoromethylCopperSubstrate (aquarium)Combinatorial chemistryOrganic chemistryOceanographyGeologyAlkylFluorine in Organic ChemistryCatalytic C–H Functionalization MethodsRadical Photochemical Reactions