Study Of Coupling Reaction Of Compounds Containing Active Hydrogen With C-H Bond With Compounds With C-C Bond

My research was focused on three sections as follows:1. Ligand-Free Copper Powder-Catalyzed Direct Coupling Reaction of Heterocyclic C-H Bonds and Aryl HalidesHeterobiaryl species are of importance in organic synthesis because they constitute the backbone of many natural products and pharmaceuticals, and are extensively utilized as ligands for metals. Heterocyclic C-H bond directly arylation is one of the main methods of forming the structure of the heterobiaryl compounds. Recently, many catalytic systems for arylation of heterocycle and aryl halides which need noble metal catalysts or ligands are considerably expensive. Thus, such a catalytic system is restricted in the practical application.We have developed a simple and general procedure for the coupling reaction of heterocyclic C-H bond with aryl halides catalyzed by copper powder in high yield, no other ligands were required for the reaction to proceed smoothly. Compared to conventional noble metals, copper powder is a cheap and low toxicity of metal. This method has important scientific and economic value for the laboratory synthesis even industrialized synthesis.2. Ligand-Free Copper Powder-Catalyzed Direct Coupling Reaction of2-nitroaniline and Aryl HalidesN-containing compounds accounted for a considerable part in the known organic compounds. They are not only widely existed with the natural environment, but also wide range of applications to the people’s production and life with the human progress and development. Since the aryl aniline widely used in pharmaceutical formulations, fine chemicals, fuels, polymers, how efficient and economical synthesis of aryl amines has aroused great interest of chemists.We have developed a method of ligand-free copper powder-catalyzed direct coupling reaction of2-nitroaniline and aryl halides, the advantage of this reaction is using inexpensive, low toxicity of copper powder as a catalyst, and need not to add any ligand and additive, the method is simple and mild conditions to obtain a higher yield for different substituents iodobenzene.3. The Synthesis of Methylene-Bridged bis-13-dicarbonyl CompoundsMethylene-bridged bis-1,3-diketones are valuable compounds, because of their unique structure these compounds have particular chemical properties, It havs an effect antibacterial activity in biology, so it has a wide range of applications in medicine, meanwhile these compounds and their derivatives can be used as the active ingredients of many amino. But such compounds synthetical are rarely reported, moreover, the report of such compounds synthetical that need to use metals as a catalyst, so it has a limit to synthesize such compounds in industrial production.During our persistent effort on exploring more efficient, economical and environmental friendly organic synthesis methodology, we found that potassium peroxodisulfate (K2S2O8) may serve as a suitable oxidant and directly activate the a-C(Sp3)-H bond of aliphatic N-methyl amine. Taking advantage of this convenient oxidation protocol, methylene-bridged bis-1,3-dicarbonyl compounds could be high efficiently constructed under very mild conditions.