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The Ugi Reaction Of Cyclic N-sulfonylimine And The Cycloaddition Reaction To N-Tosylhydrazone

Posted on:2019-02-02Degree:MasterType:Thesis
Country:ChinaCandidate:Y Z JinFull Text:PDF
GTID:2334330569995763Subject:Pharmaceutical
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Due to the characteristics of rapidly constructing complex structures from simple components,the multi-component Ugi reaction has been developing rapidly in recent years and widely used in various research fields.The first chapter of this paper briefly introduces Ugi reaction and its latest research progress.Its latest research focuses on the selection and design of new substrates and in tandem with other reactions.On this basis,we put forward a three-component Ugi reaction that studies the role of cyclic sulfonamide as substrate.The sulfonamide compounds have good bioactivity and are extensively involved in natural products and lead compound.By studying the Ugi reaction with aryl six-member ring sulfonyl imide,carboxylic acid and cyanide,the second part of this paper implements the functional modification of cyclic sulfonamide compounds have a series of new complex ring sulfonamide compounds,product structure through hydrogen nuclear magnetic spectrum confirmed and c NMR and mass spectrometry,and the relative configuration confirmed by single crystal diffraction.It is suggested that we successfully extend the carboxylic acid substrate of the reaction to a variety of amino acids,and also obtain the target product with good yield,improving the substrate range and application prospect of the synthetic method.The work has important research prospects in the field of drug research.In the third part of this paper,the reaction of N-Tosylhydrazone and 2-enyl indole [3+2] ring addition was studied.Parazole rings are widely used in drug research and are the structural parent of many lead compounds.The 3H-pyrazole ring was also found in the structural modification of lead compounds and natural active components.By screening the reaction conditions,we obtained a series of 3h-pyrazole cyclic compounds under optimal conditions,and the product structure was confirmed by nuclear magnetic hydrogen spectrum,carbon spectrum and mass spectrometry.Compared with the other preparation method of diazo methane,this method has a wide range of sources and convenient conditions,which provides a new way for the synthesis of 3H-pyrazole structure compounds.
Keywords/Search Tags:the Ugi reaction, Sulfonamide, N-Tosylhydrazone, [3+2] cycloaddition
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