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Synthesis And Characterization Of 1,2,3-triazole[1,5-a] Fusedheterocycles

Posted on:2018-12-13Degree:MasterType:Thesis
Country:ChinaCandidate:P MingFull Text:PDF
GTID:2321330512492370Subject:Organic Chemistry
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In recent years,1,5-fused 1,2,3-triazole compounds which performed very important medicinal effect and had potential to be a drug,was novel 1,2,3-triazole derivatives.Therefore,the synthetic methods of 1,5-fused 1,2,3-triazole compounds have attracted great attention in the chemical and pharmaceutical field.The detail studies of this paper are as follows:Firstly,1,2,3-triazolo[1,5-a]methyl pyrazines based on Cu(I)catalytic intramolecular alkenyl bromide and sodium azide cascade reaction have been developed.At the same time,this method could also be used in building out-ring double-bond.In the process of synthesis of substrates,we also enriched the A-3 coupling reaction.Subsequently,starting with A-3 coupling reaction was not carried out,because a few elementary reactions to the tandem reaction were not conducted.As a result of lack of a proper solvent,the one-pot multicomponent tandem reaction from A-3 coupling reaction intermediates propargyl amine derivatives have been build.This reacion provides an efficient method,bacause of its poisonous reagent free and simple separation of intermediates.Thus,a mild and highly yield cascade reaction was developed.Finally,the Huisgen 1,3-dipolar cycloaddition to construct 1,2,3-triazolo[1,5-a] pyrazin-6(7H)-one(6)based on metal-free catalysis have been developed.Through a two-step,one-pot reaction,the desired product can be easly obtained in highly yield.The advantage of this method is that substrates can be easly obtained;the intermediate can be avoided separation and this method is simple and high atom-economy.
Keywords/Search Tags:1,5-Fused 1,2,3-Triazole, Copper-catalyst reaction, Metal-free catalysis reaction, One-pot reaction, Cascade reaction
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