The Transition Metal Catalyzes The Synthesis Of Some Nitrogen-containing Heterocyclic Compounds

Nitrogen containing heterocyclic compounds is a kind of important compound which widely used in Materials science, agricultural chemistryand pharmaceutical chemistry. While the resources of getting the naturalNitrogenous Heterocyclic Compound is limited and expensive. Therefore,the efficient as well as convenient methods of synthesize the structure of Nitrogen containing heterocyclic compounds has become a rising concern.In recent decades, transition metal-catalyzed have been developed for thecon-struction of nitrogen-containing heterocycles, and become an important way to obtain the Nitrogen containing heterocyclic compounds.The paper foucson the new method of transition metal-catalyzed synthesizing the phenanthridonecontaining derivatives and Nitrogen containing spiro compounds.Synthesis of 8-amino acid derivatives from known toutes, and take it as raw material, design the synthetic route using hydrogen activation induced by copper-catalyzed with nitrigen,and then synthesis phenanthridone by intramolec-ular ullmann reation, the reaction conditions of construction of phenanthridone were explored,such as catalyst?alkali ?solvent.The reaction scope of substrates was also explored,and obtain 14 compounds containing phenanthridone totally.This article is used with proline as raw material, the preparation method of 2-(N-(2-bromophenyl)-N-methylcarbamoyl)pyrrolidine-1-benzoyl was explored by systematic screening including catalyst?temperature and solvent. At first,using with proline and benzoyl chloride as raw material, then Bz-proline was prepared under the alkaline condition. Bz-proline and o-bromoaniline were synthesized by the dehydration reaction, and the product was prepared by nucleophilic substitution reaction with methyl halide under the strong alkalinecondition. Using with 2-(N-(2-bromophenyl)-N-substitutedcarbamoyl)pyrrolidine-1-benzoyl as substrates, transition metals bases-catalyzed cross coupled reactions to structure the Nitrogen containing spiro compounds. The optimal reaction conditions were explored systematically: in the presence of 1.0 equiv 2-(N-(2-bromophenyl)-N-substitutedcarbamoyl)pyrrolidine-1-benzoyl, 1.2equiv LiOt-Bu, 0.05 equiv Pd(OAc) 2 with 0.055 equiv P(t-Bu)3 as catalyst, when the reaction is carriedout in toluene at 100? for 12 hours. 8 products were supposed to synthetizeunder the optimal reaction conditions, because of the problems of chemical kinetics,I only got 3 products whose yield is in the scope of 68.2%-80.7%.