Dehydrogenative Coupling of Benzylic and Aldehydic C–H Bonds
Tairin Kawasaki, Naoki Ishida, Masahiro Murakami
Abstract
A photoinduced dehydrogenative coupling reaction between benzylic and aldehydic C–H bonds is reported. When a solution of an alkylbenzene and an aldehyde in ethyl acetate is irradiated with visible light in the presence of iridium and nickel catalysts, a coupled α-aryl ketone is formed with evolution of dihydrogen. An analogous C–C bond forming reaction occurs between a C–H bond next to the nitrogen of an N-methylamide and an aldehydic C–H bond to produce an α-amino ketone. These reactions provide a straightforward pathway from readily available materials leading to valued structural motifs of pharmacological relevance.
Topics & Concepts
ChemistryCoupling (piping)BondPhotochemistryStereochemistryComputational chemistryPolymer chemistryMechanical engineeringEconomicsFinanceEngineeringCatalytic C–H Functionalization MethodsRadical Photochemical ReactionsSynthesis and Catalytic Reactions