Metal-Free, Visible-Light-Enabled Direct C3–H Arylation of Anthranils
Tapas Adak, Chao Hu, Matthias Rudolph, Jun Li, A. Stephen K. Hashmi
Abstract
An eosin Y disodium salt-catalyzed photoredox C-H arylation of anthranils is reported. A variety of aryl diazonium tetrafluoroborates were used as aryl sources, providing the C3 cross-coupled products. The in situ generated reactive radicals were trapped by anthranils, providing an alternative method to transition-metal-catalyzed C-H arylations of anthranils. Gold-catalyzed downstream transformations demonstrate the synthetic potential of these valuable building blocks.
Topics & Concepts
ChemistryArylEosin YPhotoredox catalysisCatalysisSalt (chemistry)Combinatorial chemistryRadicalMetalTransition metalPhotochemistryNanotechnologyOrganic chemistryPhotocatalysisAlkylMaterials scienceCatalytic C–H Functionalization MethodsRadical Photochemical ReactionsSulfur-Based Synthesis Techniques