An efficient synthesis of uracil derivatives from 2-alkyl-Δ2-oxazolines and nitriles

An efficient and convenient synthesis of new fluorinated and non-fluorinated uracils is described herein. The condensation of nitriles with enolates generated from 2-alkyl-Δ2-oxazolines (I) affords fluorinated β-enamino acid derivatives, which react with triphosgene to give an isomeric mixture of oxazolopyrimidinones. These can then be easily transformed into a single C-6 pyrimidindione derivative through reaction with a suitable nucleophile.

The synthesis of both fluorinated and non-flurinated uracil derivatives is described.Figure optionsDownload as PowerPoint slide