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Study On Pd(Ⅱ) Catalyzed Oxidative Domino Cyclization Reactions Under Aerobic Condition And Palladium-catalyzed Coupling Reaction Of Sonogashira

Posted on:2009-08-07Degree:MasterType:Thesis
Country:ChinaCandidate:Q F LiangFull Text:PDF
GTID:2121360245956743Subject:Chemical processes
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Organic Chemistry of the world's raw materials mainly from the oil, including pharmaceutical chemicals, agro-chemicals, chemicals, as well as large-scale production. Petroleum products has been selective oxidation of hydrogen elimination of the chemical industry is one of the main problems. In recent decades, this problem has been more and more attention. In the past many of the known response will have on the environment because of the harmful by-products. Therefore, we must continually explore the economic green selective oxidation reaction. Therefore in organic synthesis to oxygen as the oxidant catalytic oxidation method has become increasingly important.Selective catalytic oxidation of metal-oxygen provides an important framework for the design of new catalysts, many of the world's Group of oxygen as oxidants are the selective oxidation reaction made a lot of research. Oxidation atom transfer reactions in many asymmetric catalysis has been widely studied.In this paper, a simple aromatic ammonia as raw materials and allyl, rearrangement, acylation, and palladium-catalyzed oxidation of the cyclization reaction synthesis of a three-ring indole-nitrogen compounds, and different ligand, solvent, Temperature screening to the best of its technology, its structure by NMR, IR, as well as high-resolution mass spectrometry and characterized by means of corroboration.Part I: A Literature ReviewSummary part of the system overview of the last few decades, the palladium-catalyzed cyclization of progress, as well as palladium-catalyzed coupling reactions, as well as the advantages and disadvantages of the status quo. And carbon -carbon bond, carbon - carbon oxygen keys - keys through the coupling ring nitrogen classified summary of the results of research on the cause of their predecessors. As well as the subject of research papers as well as design significance.Part II: palladium-catalyzed reaction to a series of Fused Polycyclic Indoline CompoundPalladium-catalyzed of indole-lam category and thiourea as a ligand reactions are reviewed. Carried out using homemade thiourea ligand of the palladium-catalyzed Indole compounds Preparation, which neighbors with allyl - N-acrylyl-aniline process optimization as a substrate for a variety of temperature and Ligand , palladium source selection. Also on the reaction time, solvent also has been optimized. Finally come to the best reaction conditions.Part III: palladium-catalyzed coupling reaction of Sonogashira Sonogashira of palladium-catalyzed coupling reactions are reviewed, carried out at room temperature to self-thiourea ligand Sonogashira coupling reaction of the study. And the p-iodobenzene as a probe to study in the self-ligands and palladium catalyst system Sonogashira the optimum coupling reaction. Palladium, as well as the source of palladium usage reaction time to find a more economical optimization, more green, more moderate reaction conditions Process.In summary, the reactions mentioned above have advantages of mild reaction conditions, environmental benignity, easy to handle and simple manipulation, recycling of the palladium ligand and high yields. In this study, we extended the range of application of thiourea ligand in organic synthesis, developed some simple efficient synthetic methods.
Keywords/Search Tags:Green Chemistry, nitrogen-heterocycles, indole, Palladium-Catalytic, oxygen, oxidation reaction, Sonogashira couple
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