6533b85dfe1ef96bd12be598

RESEARCH PRODUCT

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

Carmen Ramírez De ArellanoSantos FusteroSalvador VillanovaRaquel RománJuan F. Sanz-cerveraSalvador Mérida

subject

chemistry.chemical_classificationTriphosgeneOrganic ChemistryCondensationUracilBiochemistryInorganic Chemistrychemistry.chemical_compoundDerivative (finance)chemistryNucleophileEnvironmental ChemistryOrganic chemistryPhysical and Theoretical ChemistryAlkyl

description

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-Δ 2 -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.

https://doi.org/10.1016/j.jfluchem.2008.04.004