Studies On The Copper-Catalyzed Carbon-Oxygen Bonds Functionalized

In this thesis, the recent application of transition metal catalysts, particularly copper catalysts in organic synthesis are reviewed. Then, a Cu(0)/Selectfluor catalytic system was proposed and applied in the functionalization of C-C multiple and C-H bonds. The main content are summarized as follows:Part one:1,2-dicarbonyl compounds are important intermediates in the organic synthesis having double functional groups. At first, this thesis attempts to generate active copper species in situ via the redox reaction of copper powder with Selectfluor. Then, the application of the Cu(0)/Selectfluor system in the synthesis of1,2-dicarbonyl compounds was successful via the model reaction of dicarbonylation of alkynes. The reaction has advantages of mild reaction conditions, the use of cheap and easy availability of catalyst and oxygen sources, and simple operation. For the first time we have developed a novel Cu(0)/Selectfluor catalytic system.Part two:We further explored Cu(0)/Selectfluor catalytic system for the other important reactions in the organic synthesis.1, The application of present system in the epoxidation of chalcones was conducted and epoxides were synthesized in moderate to good yields;2, The application of present system in the carbonylation of sp3C-H bonds was successful to access aldehydes and ketones. The abovementioned reactions have advantages of mild reaction conditions, the use of cheap and easy availability of catalyst and oxygen sources, and high selectivity.