Visible‐Light Photoredox‐Catalyzed Tandem Trifluoro‐methylation/Cyclization/Remote Oxidation of 1,6‐Dienes: Access to CF<sub>3</sub>‐Containing Five‐Membered Heterocycles
Jianlin Chun, Honglin Zhang, Fei Meng, Kang Guo, Shujun Cao, Qin Fang, Jie Li, Yingguang Zhu
Abstract
Abstract A visible‐light photoredox‐catalyzed tandem trifluoromethylation/cyclization/remote oxidation of 1,6‐dienes has been achieved. A broad range of trifluoromethyl group‐containing tetrahydrofurans or tetrahydropyrroles could be generated in good yields and with excellent diastereoselectivity by using dimethyl sulfoxide (DMSO) as the oxidant. The mild and facile protocol affords direct access to trifluoromethyl group‐bearing tetrahydrofurans and tetrahydropyrroles via difunctionalization of olefins. magnified image
Topics & Concepts
ChemistryTrifluoromethylationTandemTrifluoromethylPhotoredox catalysisSulfoxideCatalysisVisible spectrumDimethyl sulfoxideCombinatorial chemistryPhotochemistryPhotocatalysisMedicinal chemistryOrganic chemistryOptoelectronicsComposite materialMaterials sciencePhysicsAlkylFluorine in Organic ChemistryRadical Photochemical ReactionsCatalytic C–H Functionalization Methods