Study On Desulfurization Coupling Reaction Of 3,4-dihydropyrimidinones

Recently,the study found that some dihydropyrimidone compounds have important pharmacological activity,can be widely used in the field of drug chemistry research.Such as calcium antagonists,antihypertensive agents and antagonists.Second,dihydropyrimidone compounds can also be used as a“lead”for the development of anticancer drugs.Some of the biologically active alkaloids isolated from marine organisms also contain dihydropyrimidinone nuclei.Therefore,in recent years,such compounds have been paid more and more attention by organic chemists.In view of the important value of dihydropyrimidone compounds in medical research.In this paper,a series of C-N and C-C cross-coupling products by reaction between desulfurization of 3,4-dihydropyrimidinethiones and decarboxylation of copper（I）carboxylates and a series of C-N、C-C coupling products were formed by desulfurization of 3,4-dihydropyrimidones and the activation of azole compounds（thiazole,benzothiazole）by the C（SP²）-H bond under palladium catalysis.The main contents of this thesis include the following aspects:1.The desulfurization coupling reaction of organosulfur compounds catalyzed by transition metal was reviewed.2.A series of novel C-N、C-C coupling pyrimidines compounds were formed by Dihydropyrimidinthiones with Cu（I）-thiophene-2-carboxylate（CuTC）,copper（I）furan-2-carboxylate)catalyzed by palladium acetate.The CuTC is not only as a desulfurization reagent,but also as a nucleophile in the reaction,which also to a certain extent,expand the role of copper carbonate in the desulfurization reaction value.3.In the presence of Palladium chloride catalyzed,in the presence of Cu（I）-thiophene-2-carboxylate,With X-phos as ligand,DBU as base,under nitrogen protection,xylene solvent,120 ^oC,reaction 24 hours under the conditions,3,4-dihydropyrimidinethiones and azole compounds（thiazole,benzothiazole）by the activation of C-H bond,one pot method to get a series of new C-N、C-C coupling products.Through the above research,we have synthesized a series of novel C-N、C-C coupling pyrimidine derivatives with dihydropyrimidinones and copper（I）carboxylates and azole compounds as substrates.these compounds were characterized by X-ray,¹H NMR,¹³C NMR,HRMS.