Electrochemical Generation of Peroxy Radicals and Subsequent Peroxidation of 1,3-Dicarbonyls in an Undivided Cell
Oleg V. Bityukov, Ksenia V. Skokova, Vera A. Vil’, G. I. Nikishin, Alexander O. Terent’ev
Abstract
The generation of peroxy radicals from hydroperoxides with subsequent selective peroxidation of 1,3-dicarbonyls in an undivided electrochemical cell under constant current conditions is reported. The method provides a variety of peroxy-containing barbituric acids and 4-hydroxy-2(5 H )-furanones with yields of up to 74%. Only the combination of anodic and cathodic processes provides efficient peroxidation by generating a set of alkoxy and peroxy radicals. NaNO 3 acts as both an electrolyte and a redox mediator of radical reactions.
Topics & Concepts
ChemistryRadicalElectrochemistryBarbituric acidAlkoxy groupRedoxPhotochemistryLipid peroxidationOrganic chemistryAntioxidantElectrodeAlkylPhysical chemistryOxidative Organic Chemistry ReactionsRadical Photochemical ReactionsElectrochemical Analysis and Applications