The Synthesis Of Novel CF₂H (CF₂)-Containing Derivatives And Their Bioactivities

The introduction of fluorine atom often improves the biological activity of target compounds, fluorinated compounds play a increasing important role in both medicinal chemistry and crop protection. The difluoromethyl group is known to be isopolar and isosteric to a hydroxyl group, the synthesis of difluoromethyl compounds has been of interest to synthetic chemists. In this dissertation, novel CF2H (CF2)-containing derivatives were synthesized via Ugi four-component reaction (Ugi-4CR) and click chemistry. Two series of Twenty-eight compounds were confirmed by1H,13C,19F-NMR and HR-MS and their bioactivities were preliminary tested.1. New difluorinated building block was designed, synthesized and used as one component of the Ugi-4CR utilizing MCRs-FBB strategy followed by the cleavage of the protected group. Thirteen novel CF2H-containing pseudopeptides were successfully synthesized.2. The 1,2,3-triazoles, as important heterocyclic compounds, have been widely used in various different areas including polymer, surface science, pesticides and pharmaceuticals. Ethyl 2-azido-2,2-difluoroacetate was synthesized in the first step, and fifteen novel CF2-containing 1-α,α-difluoromethylene-1,2,3-triazoles were prepared via CuI-catalyzed Huisgen cycloaddition of difluorinated azide and terminal alkynes.