Selective Synthesis Of Two Types Of 2-aminopyridine Derivatives

Pyridine skeleton structure is widely found in natural products and synthetic drugs.Pyridine compounds have a wide range of biological activities,such as anti-cancer,anti-AIDS,anti-oxidation,anti-bacterial,anti-inflammatory.Such compounds have become one of the research hotspots based on their good biological activity.However,the current synthesis methods of such compounds are very limited.Therefore,this paper aims to develop a simple,efficient,mild,and environmentally friendly method to synthesize two kinds of molecularly active pyridine derivatives with potential pharmacological activities.Based on this research background,this paper mainly Work is organized around the following aspects:The first chapter,A brief review of 1,1-endiamine,2-amino-4,6-diarylpyridine derivatives,anthrone and dihydropyridines and pyridines was carried out.The second chapter,A We have developed a general and concise method for the synthesis of 2-amino-4,6-diarylpyridine derivatives.The process in which this reaction occurs includes Michael addition,intramolecular cyclization,and aromatization.A mixed solution of?,?-unsaturated ketone 1 and 1,1-diamine 2-3 was refluxed in I,4-dioxane for 9 hours mainly by using Cs2CO3 or piperidine as a base promter.This method is suitable for efficient parallel synthesis of pyridine,and it is easy to construct a library of highly functional 2-amino-4,6-diarylpyridine derivatives using the cascade reaction described in this study.The third chapter,A concise and environmentally friendly route for the synthesis of diverse indenodihydro-pyridines(3)via cascade reaction of 1,1-eneamines(1)with benzylidene-1H-indene-1,3(2H)-diones(BIDs)(2)in ethanol media was developed.The targeted compounds were efficiently obtained by only filtration without any further post-treatment.In the one-step cascade reaction,C—C and C—N bonds were constructed.In addition,when 1,4-dioxane was used as solvent and the mixture of 1,1-eneamines(1)was refluxed with benzylidene-1H-indene-1,3(2H)-diones(BIDs)(2)for about 12 hours,indenopyridine compounds(4)were produced.Two kinds of indenopyridine derivatives 3-4 resulted from alternative solvents and temperatures.The reaction has the following features:mild temperature,atom economy,high yields,and potential biological activity of the product.(?)The structure of these two kinds of compounds was characterized by 1H NMR,13C NMR,IR,HRMS and other methods.The novel nicotine derivatives and Quinoline-4-carboxamides were determined by X-Ray single crystal diffraction.The structure of the compound was confirmed.