Preparation And Characterization Of Several New Kinds Of 1,2,3-triazole-containing Compounds

1,2,3-Triazole heterocyclic compounds have abundant physiological activities and have been widely used in medicine,pesticides,materials and other fields.Although researchers have done a lot of research on the preparation,structure and properties of these compounds,the development of efficient and rapid methods for the construction of 1,2,3-triazole structural units is still one of the hotspots in organic chemistry.Based on the advantages of organic synthesis techniques such as multi-component reactions and multi-component tandem reactions in the construction of heterocyclic compounds,several new synthesis methods of 1,2,3-triazole derivatives have been developed in this paper.The paper mainly includes the following three aspects:?1?A one-pot synthesis strategy for the synthesis of N,N-bis[?1,2,3-triazole-4-yl?methylene]tertiary amine derivatives has been developed.Reaction of aromatic primary amine and 3-bromopropyne in DMF-H₂O mixed solvent in the presence of calcium hydride afforded N,N-di?prop-2-yn-1-yl?arylamine intermediate,followed by treatment with organic azide compounds catalyzed by Cu?OAc?₂·H₂O to form a series of newaromatic tertiary amines containing 1,2,3-triazole structure.This multi-component tandem reaction based on substitution reaction-[3+2]cycloaddition has the advantages of simple operation,high regioselectivity and good substrate adaptability,and the yield of the products is moderate to good.?2?A new method for the construction of 4H-1,2,3-triazole[5,1-c][1,4]oxazine-6?7H?-ones by three-component tandem reaction has been developed.The esterification of propargyl alcohol derivatives with bromoacetyl bromide was carried out in CH₂Cl₂ solvent promoted by pyridine.Then,the corresponding bromoacetate reacted with sodium azide under the catalysis of CuI to produce 4H-1,2,3-triazole[5,1-c][1,4]oxazine-6?7H?-one derivatives.The method has the advantages of simple operation,good compatibility of functional groups and good yields.?3?Hydroamination of 1H-1,2,3-benzotriazole with 1-allenyl-containing1,2,3-triazoles was investigated.Reaction of 1-allenyl-4-substituted-1,2,3-triazoles and 1H-1,2,3-benzotriazole in the presence of Pd?0?/dppp afforded a new class of allyl compounds containing 1H-1,2,3-triazole and 1H-or 2H-1,2,3-benzotriazole substituents.This new hydroamination reaction has good regioselectivity and high yield.