C-N Bond Formation And Synthesis Of Heterocyclic Compound With Nitrogen By Copper-catalyzed

Copper-catalyzed Ullman condensations are a key reaction for the formation of carbon-heteratom and carbon-carbon bonds in organic synthesis. These reactions can lead to structural moieties of active molecules in the life sciences and in many material precursors. But the synthetic scope of the reaction was restricted because of the harsh reaction conditions, limited range of suitable substrates, and the moderate yields for a long time. However, rate enhancements when the arylations were conducted in the presence of ligands which were thought to increase the catalyst solubility or stability or prevent aggregation of the metal, but the exact role was not established unequivocally. Scientists pay attention to the copper-catalyst system again and the reaction condition was improved. Now even more new and effective synthetic procedures were need. So we make great effects to study a new C-N coupling reaction system.1. Cross-coupling reactions under the catalysis of copper were reviewed, and the progress of research and mechanism on the construction of C-C, C-N, C-O, C-S was mainly described.2. C-N cross-coupling reaction under the catalysis of copper was studied. An effective method is reported. The N-arylation under the catalysis system of CuI/glycol proceeds smoothly at80℃in the presence of KOH as base. With further development, a series of inoxaline derivative was synthesized by the reaction of2-lodoaniline and amino acid under the CuI/KOH/glycol reaction system, which was an estention for the traditional synthetic route.3.3,4-diarylmaleimide derivatives were synthetized by benzyl cyanide and corresponding hlcones in the system which employ CuCl as the catalyst, and it was a new development for this compounds.