Light-Promoted, Nickel-Catalyzed Hydrogen-Evolution C(sp<sup>3</sup>)–H Acylation of Simple Alkanes with Aromatic Aldehydes
Qiujie Shan, Lu-Lu Chai, David James Young, Zhi‐Gang Ren, Hong‐Xi Li
Abstract
The light-promoted, nickel-catalyzed hydrogen-evolution C(sp 3 )–H acylation of simple alkanes with aromatic aldehydes has been achieved without the need for additional photosensitizers or oxidants. This reliable and atom-economical reaction afforded a broad range of aryl alkyl ketones in good yields, with H 2 as the sole byproduct. It was successfully demonstrated on a gram scale as well as for the postfunctionalization of drug molecules. Aromatic aldehydes play multiple roles, including a photosensitizer, a coupling partner, and a hydrogen atom transfer agent.
Topics & Concepts
ChemistryCatalysisAcylationArylAlkylHydrogen atomNickelHydrogenPhotosensitizerCombinatorial chemistryPhotochemistryOrganic chemistryMedicinal chemistryCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsRadical Photochemical Reactions