Copper-Catalyzed Hydrogen Atom Transfer and Aryl Migration Strategy for the Arylalkylation of Activated Alkenes
Xi Chen, Qiang Wang, Zhe Zhang, Zhi‐Jie Niu, Wei‐Yu Shi, Xiao-Ping Gong, Rui-Qiang Jiao, Minghui Gao, Xue‐Yuan Liu, Yong‐Min Liang
Abstract
Herein, we describe the copper-catalyzed arylalkylation of activated alkenes via hydrogen-atom transfer and aryl migration strategy. The reaction was carried out through a radical-mediated continuous migration pathway using N-fluorosulfonamides as the alkyl source. The primary, secondary, and tertiary alkyl radicals formed by intramolecular hydrogen-atom transfer proceeded smoothly. This methodology is an efficient approach for the synthesis of various amide derivatives possessing a quaternary carbon center with good yields and high regioselectivity.
Topics & Concepts
ChemistryIntramolecular forceHydrogen atomAmideAlkylCatalysisArylRegioselectivityRadicalPrimary (astronomy)CopperHydrogenCombinatorial chemistryMedicinal chemistryOrganic chemistryAstronomyPhysicsCatalytic C–H Functionalization MethodsAsymmetric Hydrogenation and CatalysisChemical Synthesis and Analysis