Research On The Aqueous Reactions Promoted By Diacetate Iodobenzene And The Sonogashira Coupling Reaction Catalyzed By Cu(Ⅱ)/Biimidazole

Diacetate iodobenzene is an easily prepared, stable, lower toxic and mild catalyst, which is widely used in organic synthesis. Those reactions generally proceeded in organic solvents, while others under aqueous conditions are hardly reported. In the first part of this thesis, we studied on the direct coupling reaction of ketone and phenol promoted by diacetate iodobenzene in basic aqueous solution, which gave the Williamson ether in one step. In the second part of this thesis, we studied on the oxidation of secondary amines with diacetate iodobenzene, and the oxidative products could be tetrahydrazines or quinones according to the different substituting positions. The products had been confirmed by 1H NMR, 13C NMR, IR and HRMS.Sonogashira coupling reaction is a powerful method for the synthesis of substituted alkynes. Typical metal catalysts for Sonogashira coupling are palladium and/or a copper (I), however, the copper (II) is seldom used for the coupling as the lower yield. In the third part of this thesis, we studied on the Cu(OAc)2·H2O/2, 2'-biimidazole catalyzed Sonogashira coupling reaction of phenylacetylene with aryl halides and heteroaryl halides to produce corresponding products. The structures of these products had been characterized by 1H NMR, 13C NMR and HRMS.