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The Study Of The Activation Of DMAc Based On CDC Reaction

Posted on:2017-03-07Degree:MasterType:Thesis
Country:ChinaCandidate:Z ZhuFull Text:PDF
GTID:2311330488977703Subject:Chemistry
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In recent years, the research on green chemistry reaction of highly atom economical property has become an important direction in organic synthesis chemistry. With the deepening of the research in this field, cross dehydrogenation coupling?CDC? reaction come out. The reaction product was achieved by direct C-H activation, it has the advantages of high efficiency, less pollution, and high atom economy. N,N-dimethyl acetamide?DMAc? is not only commonly used as a solvent because of the excellent solubility and relatively high boiling point, but also draw more and more attention as a chemical synthesis block. Therefore, we hope to realize the activation of DMAc based on CDC reaction and develop the research in building the functional small organic molecules.I2 catalyzed the DMAc to prepare four carbonyl methylene bridging compounds. This reaction use non-metal as catalyst, and tertiary butyl hydrogen peroxide as oxidant. The DMAc is used as reactant and also as solvent. By active the N-methyl to prepare the methylene bridging compound.KI catalyzed the DMAc to realize the construction of C-N bond with benzotriazole or benzimidazole. Similarly,this reaction catalyst is metal-free. By active the N-methyl to build the C-N bond between two reactants. A wide amount of similar substrates are suitable under the optimal condition and most have satisfactory yields. Compared to the previous studies, this catalytic system is especially applicable for the benzotriazole substrates.In addition, we realize one-step synthesis of enol phosphate by ?-carbonyl carboxylic ester and phosphite. The core of this reaction is derived from Atherton-Atodd reaction. Different from other synthesis methods of enol phosphate ester, this method do not need metal or strict reaction conditions, such as low temperatures. This reaction can be completed within 30 minutes at room temperature and it is an efficient and low-cost synthetic method.
Keywords/Search Tags:cross dehydrogenation coupling(CDC) reaction, N,N-dimethyl acetamide(DMAc), enol phosphate
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