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Synthesis Of Quinolone And Pyrano[3,2-c]quinoline Derivatives Via Multicomponent Reactions

Posted on:2014-02-12Degree:MasterType:Thesis
Country:ChinaCandidate:M Y HuangFull Text:PDF
GTID:2251330401488181Subject:Organic Chemistry
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Multicomponent reactions (MCRs) have the advantage of simple operation, highefficiency of resources utilization and atom economy. Thus, their related research andapplications have aroused increasing attention in recent years. This thesis mainlyfocus on two topics based on multicomponent reaction strategy:(1) tandem reactionsof2-alkyl aniline and aromatic aldehyde to give quinolone derivatives undermetal-free conditions;(2) synthesis of pyrano[3,2-c]quinoline derivatives via afour-component one-pot reaction.The first chapter mainly introduced the recent advancement of multicomponentreactions. Four different kinds of synthons, such as malononitrile, benzyne, olefineketone imides and unsaturated ketone, that are widely involved in multicomponentreactions are summarized.In the second chapter, we have reported a Br nsted acid catalyzed tandemreaction of2-alkynyl aniline alkynyl with aromatic aldehyde, giving thepolysubstituted quinolone derivatives in good to excent yields. The feathers of thereaction were highlighted as free from transition metals, simplified operations, highyields, and so on.In the third chapter, we have developed an efficient four-component reaction of2-alkynylanilines, aldehydes and nitriles, for the efficient synthesis of pyrano[3,2-c]quinoline derivatives in an one-pot protocol. The product structure was confirmedwith X-Ray diffraction analysis.
Keywords/Search Tags:multicomponent reactions (MCRs), quinolone, pyrano[3,2-c]quinoline
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