Tetrahedron

The reaction of thioesters with nitriles. A new synthetic approach to the preparation of substituted 4-alkylthio-and 4-arylthiopyrimidine derivatives

A Herrera, R Martı́nez-Alvarez, P Ramiro

Index: Herrera, Antonio; Martinez-Alvarez, Roberto; Ramiro, Pedro Tetrahedron, 2003 , vol. 59, # 37 p. 7331 - 7336

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Citation Number: 5

Abstract

S-Alkyl and S-aryl thioesters react with nitriles in the presence of triflic anhydride to form substituted 4-alkylthio-and 4-arylthiopyrimidines. However, when methyl thiocyanate is used as nitrile, dithioimidocarbonates are formed. A mechanism to explain these differences is postulated.