Bromide‐Catalyzed Electrochemical C<i>sp</i><sup>3</sup>−H Oxidation of Acetonitrile: Stereoselective Synthesis of Heteroaryl Vinyl Sulfides
Jin‐Lin Wan, Jing‐Mei Huang
Abstract
Abstract An electrochemical oxidative C−H/S−H cross‐coupling reaction between acetonitrile and heteroaryl thiols has been developed. Me 4 NBr is employed as a redox catalyst to oxidize both the C sp 3 −H of acetonitrile and S−H of heteroaryl thiols. Heteroaryl vinyl sulfides were afforded under metal‐free and oxidant‐free reaction conditions in good yields and stereoselectivities with excellent functional group tolerance. The synthetic applicability of the electrochemical method was further highlighted by its easy scalability. magnified image
Topics & Concepts
ChemistryAcetonitrileCatalysisElectrochemistryBromideStereoselectivityRedoxMedicinal chemistryVinyl bromideCombinatorial chemistryOrganic chemistryPolymer chemistryElectrodePhysical chemistrySulfur-Based Synthesis TechniquesRadical Photochemical ReactionsCatalytic C–H Functionalization Methods