Litcius/Paper detail

Metal- and Photocatalyst-Free, Visible-Light-Initiated C3 α-Aminomethylation of Quinoxalin-2(1<i>H</i>)-ones via Electron Donor–Acceptor Complexes

Devidas A. More, Sachin R. Shirsath, M. Muthukrishnan

2023The Journal of Organic Chemistry20 citationsDOI

Abstract

We report a metal- and photocatalyst-free C3 α-aminomethylation of quinoxalin-2(1 H )-ones with N- alkyl -N -methylanilines. The reaction proceeds through the formation of a photoactivated electron donor–acceptor complex between quinoxalin-2(1 H )-ones and N- alkyl -N -methylanilines. The present method provides a mild and environmentally friendly protocol that exhibits good atom economy and excellent functional group tolerance to obtain a library of biologically significant C3 α-aminomethylated quinoxalin-2(1 H )-ones in good yields.

Topics & Concepts

PhotocatalysisAlkylElectron donorChemistryAcceptorMetalElectron acceptorVisible spectrumAtom economyPhotochemistryEnvironmentally friendlyFunctional groupCombinatorial chemistryMedicinal chemistryCatalysisOrganic chemistryMaterials scienceOptoelectronicsPolymerPhysicsBiologyCondensed matter physicsEcologySynthesis and Biological EvaluationRadical Photochemical Reactions