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Synthesis And Derivatization Of5-Member Nitrogen-containing Heterocyclic Compounds

Posted on:2015-03-22Degree:MasterType:Thesis
Country:ChinaCandidate:W LiFull Text:PDF
GTID:2251330425484071Subject:Organic Chemistry
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Five-member nitrogen-containing heterocyclic molecule is a hot research topic in synthetic chemistry, materials chemistry and biochemistry. With the development of C-H activation, a lot of chemists pay attention to Cu, which is much cheaper than the precious metal (such as Pd, Pt, Rh). Because of the excellent performance in building C-N bond, various Cu catalysts have been applied to five-member nitrogen-containing heterocyclic synthesis. Some five-member nitrogen-containing heterocyclic molecule with high nitrogen content has wide application prospect in the field of energetic material. Many researchers are sparing no effort to the derivatization of five-member nitrogen-containing heterocyclic molecule.1. Synthesis of multi-substituted imidazoleImidazole derivatives have a variety of biologically activities. On the basis of introduction of the reactions about synthesis of imidazole derivatives, we find a new method for the synthesis of multi-substituted imidazole derivatives. All the compounds are characterized by1H NMR,13C NMR,IR and HRMS. It is a reaction with two reagents-nitroolefin and amidine, with a good yield (34%-86%). Herein, we present a simpler and more facile approach which involves aerobic copper (CuBr) catalyzed [3+2] cycloaddition of nitroolefins with amidines with ligand free. In addition, we proposed a novel reaction mechanism based on our observation of the intermediates.2. Research about the derivatization of furazanFurazans are five-member nitrogen and oxygen-containing heterocyclic compounds. As a building block in construction of high energy materials containing C、H、O and N, their energy mainly come from C-N, C=N and N=N bonds. Owing to their application potential in the field of high energy materials, the derivatization of furazans have been attracted much interest. In this section,3-amino-4-nitro-furazan transformed from3,4-diaminofurazan. This work is meaningful for investigation on reactivity of furazan compounds.
Keywords/Search Tags:five-member nitrogen-containing heterocyclic, Copper catalytic reaction, nitroolefins, amidines, imidazole derivatives, furazan, derivatization
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