Visible-Light-Induced Decarboxylative Cyclization/Hydrogenation Cascade Reaction to Access Phenanthridin-6-yl(aryl)methanol by an Electron Donor–Acceptor Complex
Wei Shi, Fang Ma, Pinhua Li, Lei Wang, Tao Miao
Abstract
A novel and efficient visible-light-induced decarboxylative cyclization/hydrogenation cascade reaction of α-oxocarboxylic acids and 2-isocyanobiaryls has been developed. Without the need of any external photosensitizer, oxidant, and reductant, this method offers a mild and green approach for the synthesis of diverse alcohols in moderate to good yields. A mechanism indicated that an electron donor–acceptor complex-driven decarboxylation, radical addition/cyclization, and in situ photochemical reduction of ketones to alcohols could be involved in the reaction.
Topics & Concepts
ChemistryCascadeMethanolArylPhotochemistryCascade reactionVisible spectrumAcceptorElectron donorElectron acceptorCatalysisDecarboxylationCombinatorial chemistryMedicinal chemistryOrganic chemistryCondensed matter physicsChromatographyOptoelectronicsAlkylPhysicsRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques