Litcius/Paper detail

Visible‐Light‐Driven Multicomponent Radical Cascade Versatile Alkylation of Quinoxalinones Enabled by Electron Donor Acceptor Complex in Water

Bin Sun, Xiaoli Tang, Xiaohui Zhuang, Lan Ling, Panyi Huang, Jiayang Wang, Can Jin

2023Advanced Synthesis & Catalysis27 citationsDOI

Abstract

Abstract An operationally simple aqueous phase three‐component photochemical strategy for the alkylation of quinoxalin‐2(1 H )‐ones with diethyl α ‐bromomalonate and unactivated alkenes in the absence of both photoredox catalysts and additive has been developed. This reaction is driven by the photochemical activity of electron donor‐acceptor (EDA) complexes formed by quinoxalin‐2(1 H )‐ones and diethyl α ‐bromomalonate. Irradiation with visible light triggered single‐electron transfer (SET) from the quinoxalin‐2(1 H )‐ones to the diethyl α ‐bromomalonate, inducing the formation of the corresponding alkyl radical and the subsequent radical tandem reaction. It provides an efficient way to construct alkylated quinoxalinones from simple small molecules. magnified image

Topics & Concepts

ChemistryAlkylationPhotochemistryAcceptorAqueous solutionAlkylElectron transferPhotoredox catalysisElectron acceptorElectron donorCatalysisMoleculePhotocatalysisCombinatorial chemistryOrganic chemistryCondensed matter physicsPhysicsRadical Photochemical ReactionsCO2 Reduction Techniques and CatalystsSynthesis and Biological Evaluation