Litcius/Paper detail

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

2023ACS Omega12 citationsDOIOpen Access PDF

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