HAT‐Promoted Electrochemical Amination: C(<i>sp</i><sup>2</sup>)−H/N−H Cross Dehydrogenative Coupling
Heng Li, Jiajia Chen, Juncheng Zhang, Ping Liu, Peipei Sun
Abstract
Abstract A direct amination of quinoxalin‐2(1 H )‐ones via electrochemical C( sp 2 )−H/N−H cross dehydrogenative coupling was established by using TMSN 3 as the hydrogen atom transfer (HAT) reagent. Remarkable features of this synthetic strategy include operational simplicity, transition metal‐ and chemical oxidant‐free conditions, and broad functional group tolerance. A wide range of primary, secondary amines and quinoxalinones are tolerated, giving the corresponding secondary and tertiary amination products in good to excellent yields. magnified image
Topics & Concepts
AminationChemistryReagentElectrochemistryFunctional groupPrimary (astronomy)Combinatorial chemistryCoupling (piping)Medicinal chemistryOrganic chemistryCatalysisPhysical chemistryMechanical engineeringAstronomyPolymerEngineeringPhysicsElectrodeRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques