Impregnated Copper On Magnetite As Catalyst For Ullmann And The Total Syntheses Of Many Flavones

The thesis revolved around impregnated copper on magnetite as catalyst for the O-arylation of phenols with aryl halides and the total syntheses of natural products, including Ochnaflavone,2,3,2",3"-Tetrahydroochnaflavone and4’-methoxy-Ochnaflavone.Chapter One Study on the the recent progress of flavonoids.Flavonoids are widespread in nature. those compounds have many important pharmacological activities and biological activities such as antiviral, anti-inflammatory, antioxidation, antiaging, analgesia, fall blood pressure et al. We reviewed the recent development varieties, structure, physical properties, biological activities and organic synthesis methods of the flavonoids. Flavonoids are often low in the natural plant, so it is difficult to extract the effective components. As a result, the synthetic methods of flavonoids of exploration has an important practical significance.Chapter Two Impregnated copper on magnetite as catalyst for the O-arylation of phenols with aryl halidesResearch on a new catalyst for CuO-Fe3O4catalysed Ullmann-Type O-arylation of phenols with aryl halides. According to the previous research work, the catalyst CuO-Fe3O4was prepared. The morphology of the catalyst was characterized by SEM、 TEM and XPS. In the preliminary studies, phenol and bromobenzene were chosen as the model substrates to optimize the reaction conditions. The effect of solvent, base, different types of catalysts, the amount of base were investigated. Using the above mentioned optimized conditions, we explored the scope of this methodology over CuO-Fe3O4-catalyzed Ullmann-type reaction for a variety of phenols with aryl halides. Among these experiments, CuO-Fe3O4was proved perfect catalyst for ullmann coupling.In addition, the chemical structure of the product were confirmed by1H NMR characterization and analysis.Chapter Three The total syntheses of Ochnaflavone,2,3,2",3"-Tetrahydroochnaflavone and4’-methoxy-OchnaflavoneOchnaflavone displayed a remarkable range of biological activities, including anti-inflammatory, antifungal viruses and the protection of the heart and liver. According to a lot of literatures and the structure characteristics of the target molecules, Ochnaflavone was synthesized by a generation of oxygen methylation, bromine, ullmann coupling, aldol condensation and cyclization, deprotection steps, which choice2,4,6-trihydroxy acetophenone and p-hydroxy benzaldehyde as starting materials. Moreover, because of2,3,2",3"-Tetrahydroochnaflavone possess biological activities, such as antibacterial property, anticytotoxin.2,4,6-Trihydroxyacetophenone and4-hydroxybenzaldehyde were chosen as starting materials to synthesize2,3,2",3"-Tetrahydroochnaflavone firstly. The chemical structure of the key intermediates and final product were confirmed by1H NMR and13C NMR. In addition to, we also tried to synthesize4’-methoxy-Ochnaflavone.