Exogenous Ligand-Free NiH-Catalyzed Hydroacylation of Aryl Alkenes with Aroyl Fluorides
Jihye Kim, Jieun Jang, Yoonho Lee, Kwangmin Shin
Abstract
Acyl fluorides have emerged as efficient acyl group donors, but these attractive reagents have rarely been utilized in transition-metal-catalyzed hydroacylation. Herein we report a nickel hydride-catalyzed hydroacylation of aryl alkenes using aroyl fluorides. The reaction proceeds without recourse to an exogenous ligand under mild conditions. The synthetic utility of the present method is demonstrated by the glovebox-free, gram-scale reaction and the late-stage derivatization of complex molecules containing pharmaceutical frameworks.
Topics & Concepts
HydroacylationChemistryArylReagentLigand (biochemistry)CatalysisHydrideDerivatizationCombinatorial chemistryOrganic chemistryMetalAldehydeReceptorHigh-performance liquid chromatographyAlkylBiochemistryCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsSulfur-Based Synthesis Techniques