Studies On Transition-Metal/Selectfluor System-promoted Oxidative Functionalization Of Carbon-carbon Multiple Bonds

Carbon-carbon multiple-bonds are widely found in organice molecules and represent an important motif for the constitution of organic molecules.It is an important approach for the synthesis of complex organic molecules via modification/functionalization of multiple bond-containing precursors.For example,a variety of biologically active compounds are synthesized via oxidative functionalization of multiple bonds.Particularly,with the researches on chemistry of transition metals being undertaken more and more deeply by chemists,a large number of reactions regarding transition metal-mediated functionalization of multiple bonds have been reported in the patst decades.Transition metal-participated reactions have advantages of good selectivity and high efficiency.On the basis of previous studies,we explored some novel systems for the oxidative functionalization of carbon-carbon multiple-bonds.This dissertation mainly includes two chapters as follows:1.We report a novel activation of dioxygen in air by a combined phenol/Selectfluor system.This methods has been applied in the oxidation-dimerization of alkynes under metal-free conditions to give 2-ene-1,4-dione compounds in moderate yields which have advantages of high selectivity and mild reaction conditions.2.We report a Cu(0)/Selectfluor system-promoted oxidative functionalization of carbon-carbon double bonds.For the first time we have achieved synthesis of 9,10-phenanthraquinones from o-phenyl chalcones promoted by the Cu(0)/Selectfluor system.This reaction has advantages of mild reaction condition and good substrate tolerance.