Coupling Reaction Of O-substitute Aniline And Synthesis Of Quinoline Derivatives Catalyzed By Copper

Copper-catalyzed reactions have drawn much attention in organic chemistry. Copper compounds are usually cheap,easy to synthesize and low toxicity, compared to other metals, such as gold, nickel,silver, palladium. Recently, excellent work of copper-catalyzed C-N, C-O,C-S,C-C cross-coupling reactions have been reported. However, the reports on copper-catalyzed coupling reactions using aniline with ortho functional groups are rare.There are two parts in this thesis. In part one, copper-catalyzed coupling reactions of1-(2-aminophenyl)ethanone with iodobenzene.Ten desired products were synthesized with yields from27%～83%. All the compounds were characterized by1H NMR,13C NMR and HRMS spectroscopy.In part two of the thesis, an effective method for copper-catalyzed synthesis of3-quinoline by reactions of2-aminobenzaldehyde and vinyl iodides were developed. This protocol provided an effective methodology for the preparation of quinoline derivatives.Eleven desired derivatives were synthesized with the yields from57%to95%. All the compounds were characterized by1H and13C NMR and HRMS spectroscopy.