Cu-Catalyzed Remote Transarylation of Amines via Unstrained C–C Functionalization
Yu Wang, Jianxin Zhang, Wei Shu
Abstract
Remote arylation of amines via C–C bond functionalization has not been reported yet. Herein, we develop the γ-transarylation of amines through the cleavage of unstrained C–C bond enabled by copper catalysis under mild conditions, representing the example of utilization of unstrained C–C bond for metal-catalyzed C–C cross-coupling. Mechanistic investigations reveal that the redox-neutral reaction undergoes an intercepted radical pathway to cleave the Csp2–Csp3 bond, followed by the combination with copper-catalyzed arylation reaction in the presence of aryl boronic acid to construct a new Csp2–Csp3 bond.
Topics & Concepts
CatalysisChemistrySurface modificationBond cleavageCopperCombinatorial chemistryArylBoronic acidRedoxCoupling reactionPhotochemistryOrganic chemistryPhysical chemistryAlkylCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsSulfur-Based Synthesis Techniques