Electrochemical Studies on Haloamides. Part XII. Electrosynthesis of Oxazolidine-2,4-diones

Article abstract of DOI:10.1016/0040-4020(95)00257-9

Electrogenerated bases promote the carboxylation of NH-protic carboxamides bearing a leaving group at the position 2 to give oxazolidine-2,4-diones.The process is believed to involve acid-base reaction with the substrate, carboxylation of its conjugate base to corresponding carbamate and ring-closure following intramolecular S_N2 reaction.A variety of oxazolidine-2,4-diones, including clinically used trimethadione^<*> and malidone^<*>, have been prepared in high to excellent yield, which established the scope and generality of this new ring-forming process.