Nickel Catalyzed Synthesis Of Highly Functionalized Pyrimidine Heterocycles

In the research and exploitation of medicine and pestcide, heterocyclic compounds containing nitrogen play an important role, especially the multi-substituted pyrimidine heterocyclic compounds is widely used. Be used as an important inside source material of the life-form, the miscellaneous pyrimidine ring exists in the inside of the living creature body extensively and participate into the life activity. Meantime, lots of new compounds containing pyrimidine-cycle own potential bioactivity. The relation between their chemical structure and biological activity is depended on affect of substituents in different position of pyrimidin ring. For instance, 4-dihydropyrimidine analogues exhibit good antihypertensive activity, some C-5 and/or C-6 substituted pyrimidine derivatives show good antiviral and cytostatic activities. The compounds, whose structures contain heterocyclic, exist in nature wildly, and they play an important role in many pharmaceuticals, therefore they maybe have potential bioaetivity, the researeh on them is hot.In this paper, we made a detailed overview on pyrimidine heterocyclic compounds in recent researches, and studied the synthesis of pyrimidine heterocyclic compounds, optimized and developed a new method of synthesis on pyrimidine heterocyclic compounds.The thesis includes two chapters.Chapter one: Literature review Research on pyrimidine heterocyclic compounds.We made a detailed review on both synthesis and application of pyrimidine heterocyclic compounds in recent years in this chapter. Application of pyrimidine heterocyclic compounds is mainly reflected in pesticide and pharmaceutical, the synthesis of pyrimidine heterocyclic compounds, we introduced the general synthesis of pyrimidine heterocyclic compounds, other synthesis of pyrimidine heterocyclic compounds and the synthesis of one-pot Biginelli reaction of pyrimidine heterocyclic compounds.Chapter two: The synthesis of pyrimidine heterocyclic compounds.Based on biginelli reaction, this chapter wish to report catalytic amount of NiCl2·6H2O and concentrated hydrochloric acid (HCl) catalyzed three-component condensation respectively for the synthesis of two categories highly substituted pyrimidine heterocycles in one pot.In order to research the synthesis of target molecular(Ⅰ), We reviewed the recent years literature of synthesis on pyrimidine heterocyclic ccompounds, combined with results of current research in our laboratory, 30 derivates were prepared successfully from inexpensive and ease materials by one-pot multi-component, and the synthesis method of the nitrogen-containing benzoheterocyclic compound(Ⅰ) was optimized.After benzoheterocyclic compounds(Ⅰ) were prepared successfully, in order to synthesize target molecular(Ⅱ), At first, the attempt of synthesize TM by one-pot condensation reaction between aromatic aldehydes, 1,3-dicarbonyl compounds and benzo[d]thiazol-2-amine in alcohol catalyzed by Lewis acid is failure, which is probably dueto the low reactivity of the benzo[d]thiazol-2-amine. After that, considered the properties of materials and the structures of reactants, 9 novel target compounds were successfully synthesized in one pot catalyzed by catalytic amount of concentrated hydrochloric acid (HCl) in alcohol.After such research work,two categories novel prymidine heterocyclic compounds have designed and synthesized sueeessfully, and that we tested their structure, explored their characteristics using quantum chemical calculation. Which would provide helpful information for the further studies on these compounds.