Visible‐Light‐Induced Palladium‐Catalyzed Generation of Aryl Radicals from Aryl Triflates
Maxim Ratushnyy, Nikita Kvasovs, Sumon Sarkar, Vladimir Gevorgyan
Abstract
Abstract A mild visible‐light‐induced Pd‐catalyzed intramolecular C−H arylation of amides is reported. The method operates by cleavage of a C(sp 2 )−O bond, leading to hybrid aryl Pd‐radical intermediates. The following 1,5‐hydrogen atom translocation, intramolecular cyclization, and rearomatization steps lead to valuable oxindole and isoindoline‐1‐one motifs. Notably, this method provides access to products with readily enolizable functional groups that are incompatible with traditional Pd‐catalyzed conditions.
Topics & Concepts
ArylPalladiumRadicalCatalysisChemistryPhotochemistryVisible spectrumOrganic chemistryMaterials scienceAlkylOptoelectronicsRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques