Cu-Catalyzed Regioselective C–H Alkylation of Benzimidazoles with Aromatic Alkenes
Yuting He, Yang‐Jie Mao, Hong‐Yan Hao, Zhenyuan Xu, Shao‐Jie Lou, Dan‐Qian Xu
Abstract
Herein we report a novel Cu-catalyzed regioselective C2–H alkylation of benzimidazoles with aromatic alkenes. The reaction features exclusive regioselectivity and broad substrate scope in the intermolecular alkylation of benzimidazoles with terminal and internal aromatic alkenes, constituting a modular access toward benzimidazole-containing 1,1-di(hetero)aryl alkanes. The intramolecular C2–H alkylation of benzimidazoles with aromatic alkenes has been achieved in an endo-selective manner. The enantioselective C2 alkylation of benzimidazoles has also been realized with moderate to good stereocontrol.
Topics & Concepts
RegioselectivityChemistryAlkylationBenzimidazoleIntramolecular forceArylCatalysisEnantioselective synthesisCombinatorial chemistryOrganic chemistryStereochemistryAlkylCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsSynthesis of Indole Derivatives