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Synthesis 1991; 1991(9): 741-743
DOI: 10.1055/s-1991-26562
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A Facile One-Pot Synthesis of α-Hydroxy Acids and Their Derivatives

Claudie Florac* , Philippe Le Grel, Michèle Baudy-Floc'h, Albert Robert
  • *Groupe de Recherches de Chimie Structurale, U.R.A. C.N.R.S. 704, Université de Rennes, Campus de Beaulieu, F-35042 Rennes Cedex, France
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Publication Date:
29 April 2002 (online)

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2-Substituted oxirane-1,1-dicarbonitriles react with water, alcohols or phenol to give 2-substituted 2-hydroxyacetic acids, alkyl 2-alkoxyacetates and phenyl 2-phenoxyacetates, respectively. Reaction of 2-substituted oxirane-1,1-dicarbonitrile with thiophenol and a nucleophile, typically water ethanol or urea, gave 2-(phenylthio)acetic acids, ethyl 2-(phenylthio)acetates and N-aminocarbonyl-2-(phenylthio)acetamides.