Litcius/Paper detail

Visible-Light-Induced C–F and C–N Bond Cleavage for the Synthesis of <i>gem</i>-Difluoroalkenes

Bin Wang, Cui‐Tian Wang, Xuesong Li, Xue‐Yuan Liu, Yong‐Min Liang

2022Organic Letters19 citationsDOI

Abstract

Herein, we describe a novel and efficient photoredox catalytic radical addition/defluoroalkylation coupling reaction between primary amines and trifluoromethyl-substituted alkenes. A series of gem-difluoroalkenes were synthesized via C–N bond cleavage of α-3°, α-2°, and α-1° amines under visible light irradiation. This reaction is characterized by a broad substrate scope and good functional group tolerance.

Topics & Concepts

ChemistryBond cleavageCleavage (geology)Visible spectrumStereochemistryMedicinal chemistryCombinatorial chemistryPhotochemistryOrganic chemistryCatalysisPhysicsOptoelectronicsFracture (geology)EngineeringGeotechnical engineeringFluorine in Organic ChemistryRadical Photochemical ReactionsInorganic Fluorides and Related Compounds