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RESEARCH PRODUCT
A Versatile Synthesis of Fluorinated Uracils in Solution and on Solid-Phase.
Santos FusteroSilvia CatalánJulio PieraJuan F. Sanz-cerveraRamírez De Arellano Csubject
NitrileHydrocarbons FluorinatedMolecular StructureChemistryOrganic ChemistryCondensationThio-UracilGeneral MedicineBiochemistryCombinatorial chemistryTurn (biochemistry)Solutionschemistry.chemical_compoundIsothiocyanatesPhase (matter)NitrilesOrganic chemistryheterocyclic compoundsPhysical and Theoretical ChemistryUracilIsocyanatesdescription
[reaction: see text] An efficient and convenient two-step synthesis of new fluorinated uracils is described. The first step involves the condensation of an ester enolate with a fluorinated nitrile to furnish fluorinated beta-enamino esters. In turn, these compounds react with organic isocyanates or isothiocyanates to give C-6 fluorinated uracils or thiouracils, respectively, in excellent yields. This synthesis has been successfully adapted to solid-phase conditions with high diversity, thereby facilitating the creation of small (thio)uracil libraries.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2004-03-31 | ChemInform |