Tetrahedron

Tetraethylammonium hydrogen carbonate in organic synthesis: Synthesis of oxazolidine-2, 4-diones

S Cesa, V Mucciante, L Rossi

Index: Cesa, Stefania; Mucciante, Vittoria; Rossi, Leucio Tetrahedron, 1999 , vol. 55, # 1 p. 193 - 200

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Citation Number: 13

Abstract

Oxazolidine-2, 4-diones were synthesised by tetraethylammonium hydrogen carbonate (TEAHC) promoted carboxylation of secondary carboxamides bearing a leaving group at the α-position. Several oxazolidine-2, 4-diones, including clinically used malidone®, have been prepared in moderate to excellent yields as a results of a formal proton extraction- carboxylation-intramolecular SN2 one-pot sequence.