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One-Pot Synthesis Of NH-1,2,3-triazoles Through Three-Component Reaction

Posted on:2018-08-24Degree:MasterType:Thesis
Country:ChinaCandidate:R R HuiFull Text:PDF
GTID:2321330515458599Subject:Organic Chemistry
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1,2,3-triazoles are one of the most important fused nitrogen-containing heterocycles compounds,which are ubiquitous scaffolds in fluorescent material,metal auxiliary ligand and drug molecules.Owing to the unique chemical structures and properties,substituted triazoles are also widely used in material science,preparative organic chemistry,agricultural chemistry,bio-pharmaceutical and supramolecular chemistry.Particularly,large numbers of 1,2,3-triazoles have showed remarkable antibacterial,antitumoral and other biological activity in some reports of biologically active compounds.A variety of elegant methods for the construction of 1,2,3-triazoles have been developed in the past decades.However,most of these strategies are restricted to prefunctionalization of starting materials,poor functional-group tolerance,low yield,the use of heavy metals or the synthesis of N1-triazoles.Therefore,a facile and efficient method for the synthesis of substituted 4-phenyl-NH-1,2,3-triazoles remains highly desirable.Multi-component processes have become a productive concept for the synthesis of complexes and highly diverse heterocycles in a one-pot fashion,which offering the advantages of simplicity,synthetic efficiency,synthetic convergence and atom economy.However,the three-component approach for the synthesis of H-1,2,3-triazoles with inorganic azide has rarely been reported.In this paper,the importance of the triazoles is mainly introduced and the synthetic methods of 1,2,3-triazoles have been described significantly.We have developed a three-component reaction from aldehydes,nitroalkanes and sodium azide for the one-pot synthesis of NH-1,2,3-triazoles under metal-free and buffer conditions.A novel,mild and efficient access to 4-aryl-NH-1,2,3-triazoles has been achieved by investigating the conditions such as base,solvents,additives and temperature.This three-component reaction is very innovative as a new strategy for the construction of various substituted NH-1,2,3-triazoles.
Keywords/Search Tags:sodium azide, 1,3-dipolar cycloaddition, three-component reaction, one-pot, NH-1,2,3-triazole
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