Electrochemical Construction Of New Carbon-Carbon/Heteroatom Bonds Mediated By Halide Ions

With the development of industrialization, moer and more concerns of the environment have been taken. In order to protect the human survival environment, we need to fundamentally avoid or reduce the production of industrial "three wastes"(waste gas, waste water and waste residue). In recent years, chemists have always been devoting their efforts to make the reaction condition milder, working-up simpler, and to develop more efficient and environmentally friendly procedure. Organic electrochemical synthesis, can replace the conventional oxidation and reduction process in organic synthesis. With more and more applications in the laboratory and industries, organic electrochemical synthesis become one of the mature and widely ways in chemical synthesis.This thesis focuses on the construction of carbon-carbon/heteroatom bonds using the green electrochemical approach in the presence of halogen. It consists three parts, Firstly, it is a detailed reviewing of the recent progress and development in organic electrochemical synthesis. Then involves the synthesis of quinoline derivatives under the halide through electrochemical method. The last section involves paired electrosynthesis of 3-amino-2-thiocyanato-?, ?-unsaturated carbonyl derivatives mediated by bromide ion.We introduced the electrochemical synthesis of the quinoline derivatives based on Povarov reaction in the presence of halogen. The method just need a simple constant current electrolysis condition, undevided cell and catalytic amount of the halogen. N-alkyl anilines as the nitrogen source, which reactioned with the unsaturated hydrocarbons to generated quinoline derivatives. This is an environmentally friendly method, which is more conducive to the improvement of the environment and the sustainable development strategy.Then a new paired electrosynthesis of 3-amino-2-thiocyanato-?, ?-unsaturated carbonyl derivatives mediated by bromide ion was investigated. In the paired electrolysis method, the amino and thiocyanato moieties originate from a single reagent or a combination of ammonium acetate and potassium isocyanate. The chemistry proceeds in a simple undivided cell employing a sub-stoichiometric amount of NH4 Br that serves both as a redox catalyst and supporting electrolyte. In this method, additional conducting salt is not required. The reaction also works in a catalytic pattern. Cyclic voltammetry analysis and the results of control experiments demonstrate that the reaction proceeds via an anodically initiated C-H functionalization of the 1, 3-dicarbonyl substrates that occurs via the electrochemical oxidation of bromide and simultaneous cathodic reduction of ammonium ion.