Nickel-Catalyzed Hydroamination of Olefins with Anthranils
Yang Gao, Yushan Cui, Yanping Huo, Jinhong Chen, Minwei She, Xianwei Li, Qian Chen, Xiao‐Qiang Hu
Abstract
A nickel-catalyzed polarity-reversed hydroamination of olefins has been achieved with anthranils as the electrophilic aminating agents and hydrosilane as the reductant. This protocol provides a facile access to N-alkyl-2-aminobenzophenones that are versatile intermediates in organic synthesis. A wide range of olefins and anthranils are compatible in this transformation, delivering the desired amines in useful to excellent yields (38 examples, up to 92% yield). The utility of this protocol is exhibited in the late-stage functionalization of drug molecules and the valuable derivatives of the obtained amination products.
Topics & Concepts
HydroaminationChemistryAminationCatalysisCombinatorial chemistryElectrophileYield (engineering)NickelAlkylOrganic chemistrySurface modificationMaterials sciencePhysical chemistryMetallurgyCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsRadical Photochemical Reactions