Synthesis And Antibacterial Activity Of Pyridine And Triazine

Nitrogen heterocyclic compounds,as an important kind of organic compounds,occupy a heavy position in the field of organic chemistry and continue to attract the enthusiasm of researchers.Our group has designed and developed a method for synthesizing pyridines and triazines using novel carbon sources and nitrogen sources based on the principle of environmental protection and simplicity.A series of Derivative compounds with different substituents have been obtained through substrate extension experiments.Based on the experimental reaction status and related literature reports,we proposed the reaction mechanism in the synthesis of these two compounds.In addition,we conducted a preliminary discussion on the antibacterial properties of the synthesized compounds.This paper is divided into four chapters.The first chapter summarizes the development,research status and trend of copper reagent and iodine reagent catalyzed coupling reaction of carbon-carbon bonds and carbon-hetero bonds for the nitrogen heterocyclic compounds formation.The second chapter mainly studies the reaction of copper-catalyzed 1,3-dicarbonyl compound,methanol and ammonium acetate in series oxidation cyclization to synthesize 2,3,5,6-tetrasubstituted pyridine.By optimizing the reaction conditions and the applicability of the reaction substrate,we synthesized a series of 2,3,5,6-tetrasubstituted pyridines in moderate to excellent yield.Compared with the previous methods,the method has the advantages of simple operation,wide range of synthetic substrates and relatively green environmental.The third chapter mainly studies the reaction of iodine-catalyzed ruthenium and tertiary amines to form 2,4-disubstituted 1,3,5-triazine by C-H amination/C-N cleavage oxidative cyclization.In this chapter,we have completed an oxidative cyclization reaction of ruthenium and tertiary amines catalyzed by iodine.A series of symmetric and asymmetric 2,4-disubstituted-1,3,5-triazine products can be obtained in moderate to good yields by optimization of the reaction conditions and suitability for the reaction substrate.Reaction mechanism studies indicate that the tertiary amine is used as a carbon synthon by C-H / C-N cleavage.Compared with the previous related reports,the new method has the advantages of not using a transition metal,being easy to operate,not using a peroxide,and having good functional group compatibility.The fourth chapter mainly studies the inhibitory properties of the two compounds synthesized in the previous article on Listeria monocytogenes and Vibrio parahaemolyticus.In this chapter,we first discuss the inhibition of two foodborne pathogens by the two standard products synthesized in the previous section.The experimental results show that the inhibition rates between the products having different substituents or the same substituents at different positions vary greatly,and the highest inhibition rate is achieved when the substituent is the ortho-ethoxy group,reaching 82.1%.