Polyfluoro- and perfluoroalkoxyenaminones in syntheses of nitrogen containing heterocycles

• Novel fluoroalkoxyenaminones were synthesized from α-fluoroalkoxyacetophenones and dimethylformamide dimethyl acetal (DMFDMA).
• β-Enaminoketones with fluoroalkoxy groups were found out to be convenient precursors for heterocycles construction.
• Pyrazoles, isoxazoles and pyrimidines bearing poly- and perfluoroalkoxy groups were prepared.

2-Fluoroalkoxyenaminones were synthesized from α-fluoroalkoxyacetophenones and dimethylformamide dimethylacetal in almost quantitative yields. These compounds are promising aliphatic precursors for fluoroalkoxy containing heterocycles construction that was proved by reactions with hydrazine, hydroxylamine and amidines yielding corresponding pyrazoles, isoxazoles and pyrimidines.

Figure optionsDownload as PowerPoint slide