Metal-catalyzed The Construction Of (Z)-β-perfluoro- Alkoxy Enone And β-fluoro-substituted Perfluorinated Enone

Due to the unique physical and chemical properties of organic compound containing perfluoroalkyl group in medicinal chemistry and materials chemistry and other fields, have a wide range of applications. So a variety of perfluoroalkyl reactions and novel perfluoroalkylation reagents have been reportedand developed. This paper describes the construction of perfluoroalkyl compounds with transition metals copper, from simple and readily available starting materials. The reaction involves free radical coupling, Kornblum-DeLaMare rearrangement and Micheael addition.This thesis is composed of two parts:1. Synthesis of（Z）-β-perfluoroalkyl alkoxy enone with Cu（acac）₂ /TBHPBy using acetylacetone copper（Ⅱ） as a catalyst, tert-butyl hydroperoxide as the oxidant, petroleum ether and THF as a solvent, we have achieved the synthesis（Z）-β-perfluoroalkyl-β-alkoxy enone with aromatic olefins, perfluoroalkyl halide and alcohol as raw material. There are several advatanges of the present system: cheap raw materials, convenient and simple operation, and mild reaction conditions.2. Synthesis of β-fluoro perfluorinated enone with Co（acac）₂/TBHPWe developed a multicomponent radical reaction for the synthesis of β-fluoro-substitutedperfluorinatedketene with aryl olefins, perfluoro octane iodide under Co（acac）₂/TBHP. This approach is novel and it introduced one fluorine atom and perfluoroalkyl group into the molecule successfully. However, the yield of this reaction has not yet been optimized.