Visible-Light-Induced C(sp<sup>2</sup>)–C(sp<sup>3</sup>) Cross-Dehydrogenative-Coupling Reaction of <i>N</i>-Heterocycles with <i>N</i>-Alkyl-<i>N</i>-methylanilines under Mild Conditions
Hong‐Yu Zhang, Jianjun Chen, Congcong Lu, Yaping Han, Yuecheng Zhang, Jiquan Zhao
Abstract
Disclosed herein is a cross-dehydrogenative-coupling reaction of N-heterocycles including 1,2,4-triazine-3,5(2H, 4H)-diones and quinoxaline-2(1H)-ones with N-methylanilines to form C(sp2)–C(sp3) under visible-light illumination and ambient air at room temperature. In this process, easily available Ru(bpy)3Cl2·6H2O serves as the catalyst, and air acts as the green oxidant. This method features high atom economy, environmental friendliness, and convenient operation and provides an efficient and practical access to aminomethyl-substituted N-heterocycles with extensive functional group compatibility in 40–86% yields.
Topics & Concepts
QuinoxalineAlkylCatalysisChemistryTriazineCoupling reactionMedicinal chemistryAtom economyVisible spectrumOrganic chemistryMaterials scienceOptoelectronicsCatalytic C–H Functionalization MethodsRadical Photochemical ReactionsSynthesis and Biological Evaluation