HAT-Mediated Electrochemical C(sp<sup>2</sup>)–H Acylation of Quinolines with Alcohols
Yujie Liao, Cong Jiang, Congcong Qiang, Ping Liu, Peipei Sun
Abstract
Herein, an electrochemical hydrogen atom transfer (HAT) strategy for C(sp 2 )–H formylation of electron-deficient quinolines and isoquinolines is described. The cheap methanol acts as a formyl source with a catalytic amount of N -hydroxyphthalimide (NHPI) as the hydrogen atom transfer (HAT) catalyst. The advantages of this reaction are transition-metal-catalyst- and chemical-oxidant-free conditions, and the protocol could also be applied to the direct C(sp 2 )–H acetylation or propionylation of quinolines.
Topics & Concepts
ChemistryFormylationCatalysisAcylationElectrochemistryMethanolHydrogen atomElectron transferMedicinal chemistryHydrogenAcetylationCombinatorial chemistryOrganic chemistryAlkylPhysical chemistryElectrodeBiochemistryGeneCatalytic C–H Functionalization MethodsRadical Photochemical ReactionsSynthesis and Catalytic Reactions