Tetrahedron

Electrochemical studies on haloamides. Part XII. Electrosynthesis of oxazolidine-2, 4-diones

MA Casadei, S Cesa, A Inesi

Index: Casadei, Maria Antonietta; Cesa, Stefania; Inesi, Achille Tetrahedron, 1995 , vol. 51, # 20 p. 5891 - 5900

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Citation Number: 23

Abstract

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 the corresponding carbamate and ring-closure following intramolecular SN2 reaction. A variety of oxazolidine-2, 4-diones, including clinically used trimethadione® and malidone®, have ...