Rh‐catalyzed Asymmetric C(<i>sp</i><sup>3</sup>)−H Arylation of 8‐Benzylquinolines with Arylboronic Acids
Zuo‐Yu Zhang, Bo‐Bo Gou, Quannan Wang, Qing Gu, Shu‐Li You
Abstract
Abstract Rh‐catalyzed asymmetric C( sp 3 )−H arylation of 8‐benzylquinolines with arylboronic acids was developed. In the presence of 5 mol% BINOL‐derived chiral cyclopentadienyl rhodium complex, asymmetric benzylic C( sp 3 )−H bond arylation reaction proceeded smoothly to afford a series of enantioenriched triarylmethanes in moderate to good yields with good to excellent enantioselective control (24–89% yields, 63–93% ee). The method displays a broad substrate scope and good functional group tolerance under mild conditions.
Topics & Concepts
ChemistryEnantioselective synthesisRhodiumCatalysisCyclopentadienyl complexFunctional groupSubstrate (aquarium)Medicinal chemistryReaction conditionsStereochemistryCombinatorial chemistryOrganic chemistryGeologyOceanographyPolymerCatalytic C–H Functionalization MethodsSynthesis of Indole DerivativesCatalytic Cross-Coupling Reactions