Helvetica Chimica Acta

Synthesis of 4??Alkoxy??1, 3??oxazol??5 (2H)??ones, Precursors of 1??alkoxy substituted nitrile ylides

N Bozhkova, H Heimgartner

Index: Bozhkova, Nina; Heimgartner, Heinz Helvetica Chimica Acta, 1989 , vol. 72, p. 825 - 837

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Citation Number: 15

Abstract

Abstract 4-Alkoxy-1, 3-oxazol-5 (2H)-ones of type 4 and 7 were synthesized by two different methods: oxidation of the 4-(phenylthio)-1, 3-oxazol-5 (2H)-one 2a with m-chloroperbenzoic acid in the presence of an alcohol gave the corresponding 4-alkoxy derivatives 4, presumably via nucleophilic substitution of an intermediate sulfoxide (Scheme 2). The second approach is the BF 3-catalyzed condensation of imino-acetates of type 6 and ...