Versatile Electrochemical Oxidative C(sp<sub>2</sub>)−H Bond Selenylation of Resveratrol
Maika J. Lazzaris, Guilherme M. Martins, Fernando R. Xavier, Antônio L. Braga, Samuel R. Mendes
Abstract
Abstract A simple and environmentally benign procedure for electrochemical oxidative mono‐ and bis‐selenylation of the resveratrol C(sp 2 )−H bond was developed. Driven by galvanostatic electrolysis in an undivided cell, it provided efficient transformation under oxidant‐, base‐, and transition metal‐free conditions, in an open system at room temperature. With satisfactory functional group compatibility, it required a substoichiometric amount of NaI, which acted as an electrolyte and mediator.
Topics & Concepts
ChemistryElectrolysisElectrochemistryElectrolyteOxidative phosphorylationSupporting electrolyteResveratrolElectrosynthesisTransition metalElectrolytic cellCombinatorial chemistryOrganic chemistryCatalysisPhysical chemistryElectrodeBiochemistryRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsOxidative Organic Chemistry Reactions