Synthesis And Application Of N-Trifluoroethyl Benzophenone Imine

Because of the small atomic radius and high electronegativity of fluorine,fluorine-containing compounds often have unique chemical, physical and biological properties. Fluorochemicals have been widely used as medicine,pesticides and materials.Therefore, the development of sythetic method for introduction of fluorine-containing groups into organic molecules has attracted much attentions of fluorine chemist. In this thesis, firstly, N-trifluoroethyl benzophenone imine 1was synthesized, which then was applied to react with t-butyl sulfonylaldmine via nucleophilic addition reaction. Although no desired product was isolated, a novel alkenyl fluorine-containing building block 5 was obtained. Then starting with N-trifluoroethyl benzophenone imine 1, nitrogen heterocyclic substituted alkenyl amine can be prepared in a one-pot process in moderate to good(45%-81 %) yields and good selectivities(Z / E =88:12). This method is simple and efficient. The configuration(Z / E) of product was confirmed by single crystal X ray analysis.Finally, the heterocyclic substituted fluorinated alkenyl amine compounds were applied to derivatization. After exploring a variety of conditions, it was found that these deprotected amine compounds were unstable under acidic conditions.