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Visible-light-mediated Desulfurization Aromatization Of 3,4-dihydropyrimidine-2-thione And C-N Coupling Reaction Of P-toluenesulfonic Acid Pyrimidinyl Ester

Posted on:2018-02-28Degree:MasterType:Thesis
Country:ChinaCandidate:T Y YangFull Text:PDF
GTID:2371330518451610Subject:Organic Chemistry
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In recent years,visible photocatalytic reaction has provided a powerful synthesis method for organic synthesis,and has made a series of remarkable achievements in the application.Compared with the traditional organic synthesis reaction in the reaction byproducts more harmful to the environment and other shortcomings,visible light in the reaction showed a low cost,easy to operate and environmentally friendly and so on.Therefore,the photocatalytic organic synthesis reaction is widely concerned.3,4-dihydropyrimidin-2-one?DHPMs?compounds exhibit a wide range of biological and pharmacological activities and are the dominant structural units in the design of new drugs.People in the study of the value of DHPMs compounds at the same time,the structure of the compounds also carried out a variety of modification and transformation.In this paper,the progress of organic synthesis reaction of visible light catalysis is reviewed,and the new methods of modification and modification of DHPMs compounds under two visible light catalysts are explored.The main contents and results are as follows:1?Visible-Light-Mediated Eosin B was used as the photosensitizer,3,4-dihydropyrimidine-2-thione was oxidized at room temperature by oxygen in the air and synthesized by cleavage of pyrimidine ring aromatization/C-S bond A series of desulfurized aromatized pyrimidine compounds were prepared and characterized by 1H NMR,13C NMR,HRMS.2?Visible-Light-Mediated p-toluenesulfonic acid pyrimidine ester with N,N-dimethylformamide were carried out?decarbonylation?C-N coupling reaction under the condition of Eosin B as photosensitizer at room temperature.The method has the advantages of simple operation,reaction at room temperature,high yield and good selectivity.The structure of the target product was confirmed by 1H NMR,13C NMR,HRMS.
Keywords/Search Tags:Photocatalysis, desulfurization, aromatization, dihydropyrimidin-2(1H)–thione, pyrimidin-2-yl tosylates, N,N-dialkylformamide, C-N bond construction
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