Bifunctional Ionic Liquids Induced Electrochemical C–H Arylation of Quinoxalin(on)es with Aryltriazenes
Chen–Yu Li, Wei Xu, Bin Wang, Ziren Chen, Yu Xia, Shaofeng Wu, Weiwei Jin, Chenjiang Liu, Yonghong Zhang
Abstract
An efficient bifunctional ionic-liquid-induced electrochemical C–H arylation of quinoxalin(on)es with aryltriazenes has been developed. The reaction utilizes aryltriazenes as stable arylation reagents and ionic liquids as promoter and electrolyte. Various arylated quinoxalin-2(1 H )-ones, quinoxaline and 2-methyldibenzo[ f,h ]quinoxaline were assembled in modest to excellent yields under mild, metal- and oxidant-free conditions. The developed protocol features simple operation, good functional group tolerance, good selectivity, product derivatization, and practical gram-scale synthesis in batch and continuous-flow processes.
Topics & Concepts
BifunctionalIonic liquidElectrochemistryIonic bondingChemistryMedicinal chemistryOrganic chemistryIonCatalysisElectrodePhysical chemistryIonic liquids properties and applicationsCO2 Reduction Techniques and CatalystsRadical Photochemical Reactions