Visible-Light-Induced Difunctionalization of Alkenyl Ketones with α-Carbonyl Alkyl Bromide: Concomitant Installation of C–C Bonds
Hong‐Li Huang, Juan Xu, Ya-Xin Fan, Qing-Qiang Su, Ji‐Yuan Du, Rufen Zhang, Yanlan Wang, Honggang Hu, Fei Gao
Abstract
The visible-light-promoted difunctionalization of alkenyl ketones has been developed for easy access of various tetralones, cyclopropane, or alkenyl migration compounds. With fac-[Ir(ppy)3] as the photocatalyst, alkenyl ketones captured the α-carbonyl alkyl radical and evolved through intramolecular cyclization and the elimination of a proton to give the difunctionalized products. This strategy is characterized by good yields, mild reaction conditions, and outstanding functional group tolerance.
Topics & Concepts
ChemistryIntramolecular forceAlkylCyclopropaneBromideKetoneTetralonesMedicinal chemistryPhotochemistryCarbonyl groupOrganic chemistryRing (chemistry)Catalytic C–H Functionalization MethodsRadical Photochemical ReactionsSulfur-Based Synthesis Techniques