Synthesis Of N-arylation Benzotriazole And Triazole Substituted Acetophenones Derivatives

Over the last decade, 1,2,3-triazoles have received increasing attention due to the discovery of the highly useful and widely applicable 1,3-dipolar cycloaddition reaction between azides and alkynes(click chemistry) catalyzed by copper salts and ruthenium complexes. 1,2,3-Triazoles and its derivative have a wide range of applications in biological science as HIV protease inhibitors, anticancer drugs, antituberculosis drugs, antifungal agents, and antibacterial drugs, as well as in material science as energetic materials, lubricants, dyes, and photostabilizers. The general synthetic methods of disubstituted-1,2,3-triazoles are as follows:(1) click reaction of organic azides and alkynes;(2) three-component reactions of alkyl halides, sodium azide and alkynes by one-pot strategy. This paper will study an efficient and simple synthesis method of N-arylated benzotriazole and disubstituted- 1,2,3-triazole derivatives on the basis of the literature review.The thesis consists of three chapters.Chapter 1: Progress in synthesis of N-arylation BTA and disubstituted-1,2,3-triazolesThis chapter reviews the recent progress in synthesis of N-arylated benzotriazoles and disubstituted-1,2,3-triazoles. For the synthesis of N-arylation BTA mainly from the different ways to describe the reaction. For disubstituted-1,2,3-triazoles synthesis method different from the main reaction components to be described.Chapter 2: Copper-catalyzed N-arylation of BTAThis chapter reports the use of copper as a catalyst, acetonitrile as a solvent, cesium carbonate as the base, with benzotriazole and benzene boric acid to achieve the N-arylation of benzotriazole. N-1 and N-2 position arylation product can be obtained after the reaction refluxed 24 h. The method is simple, rapid, mild conditions, environmental friendly.Chapter 3: Palladium acetate catalyzed synthesis of triazole derivatives substituted acetophenonesThis chapter reported the use of palladium acetate as a catalyst, NMP as a solvent, tetrabutylammonium acetate as base, from 1,4-substituted-1,2,3-triazole to get another 1,4-disubstituted-1,2,3-triazole. The innovative method which is high yield and simple operation uses the original C-N bond cleavage, the new C-N bond formation to synthesize the desired product, it is a highly efficient preparation method of 1,4-substituted-1,2,3-triazoles.