Visible-Light-Driven Regioselective Decarboxylative Acylation of <i>N</i>-Methyl-3-phenylquinoxalin-2(1<i>H</i>)-one by Dual Palladium–Photoredox Catalysis Through C–H Activation
Prince, Monika, Prashant Kumar, Brajendra K. Singh
Abstract
High Resolution Image Download MS PowerPoint Slide We report herein an efficient visible-light-promoted approach for the regioselective decarboxylative C–H acylation of N -methyl-3-phenylquinoxalin-2(1 H )-ones using α-oxo-2-phenylacetic acids via dual palladium–photoredox catalysis. The reactions were carried out at room temperature in the presence of 24 W blue LEDs. The established protocol tolerated a wide range of functional groups and enabled the synthesis of several acylated N -methyl-3-phenylquinoxalin-2(1 H )-ones in good to excellent yields. The proposed mechanism for this transformation was supported by control experiments.
Topics & Concepts
RegioselectivityAcylationPalladiumPhotoredox catalysisChemistryCatalysisVisible spectrumDecarboxylationCombinatorial chemistryMedicinal chemistryPhotochemistryOrganic chemistryPhotocatalysisMaterials scienceOptoelectronicsCatalytic C–H Functionalization MethodsRadical Photochemical ReactionsSynthesis and Biological Evaluation