Studies on pyrimidine derivatives. XXIII. Synthesis of acylmethylpyrimidines and related compounds via imidoyl-substituted oxosulfonium ylides.

Abstract

The reaction of 2- and 4-chloropyrimidines with dimethyloxosulfonium methylide afforded the corresponding pyrimidinylmethylides. Pyrimidine derivatives containing a functionalized side chain such as acetonyl, phenacyl, ethoxycarbonyl, or N-phenylcarbamoyl were synthesized by acylation of the pyrimidinylmethylides followed by desulfurization of the resulting pyrimidinylacylmethylides.