Reactions of 3,3,3-Trifluoropyruvates with Amidines - New Trifluoromethyl Substituted Heterocyclic "Building Blocks"

Article abstract of DOI:10.1007/BF00816413

4-Hydroxy-4-trifluoromethyl-2-imidazolin-5-ones are obtained in good yields upon reaction of 3,3,3-trifluoropyruvates with amidines.Subsequent treatment of these heterocycles with thionyl chloride gives 4-chloro-4-trifluoromethyl-2-imidazolin-5-ones which proved to be versatile trifluoromethyl substituted building blocks.Substitution of chloride is feasible with a variety of hetero and carbon nucleophiles.Ring expansion with diazo compounds affords trifluoromethyl substituted pyrimidines. - Keywords. 3,3,3-Trifluoropyruvates; Amidines; 4-Trifluoromethyl-2-imidazolin-5-ones; Trifluoromethyl substituted pyrimidines.