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The Studies On Azidoheteroarylation Of Alkenes Via Intermolecular Free-radical Cascade Reactions

Posted on:2019-05-10Degree:MasterType:Thesis
Country:ChinaCandidate:Z LiuFull Text:PDF
GTID:2321330569989714Subject:Organic Chemistry
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Muticomponent cascade processes feature step-economy and simplicity of operation.Advances in ionic and/or organometallic multicomponent reactions have been made in the past decades.In contrast,developments of free radical multicomponent cascade reactions have remained stagnant so far.In this thesis,we wish to propose a possible strategy for radical multicomponent reaction through radical polar reversal.According to this strategy,an intermolecular azidoheteroarylation of simple alkenes via a metal-free radical cascade process was achieved.This essay mainly contains the following four parts.In the first part,the progress of the research on free radical multicomponent reactions were summarized,and this chapter can be devided into two aspects:(1)Multicomponent tandem reaction with olefins,especially involving alkyl and aryl free radicals and the radical polar reversal in these processes as well as mechanisms.(2)Free-radical carbonylation reactions via intermolecular multicomponent processes.Part 2 demonstrated the reaction of organic azide and the latest research progress about synthesis of these compounds via both transition-metal catalysis and free radical promotion.In chapter 3,based upon a radical polar effect,an intermolecular azidoheteroarylation of simple alkenes via a metal-free radical multicomponent cascade process was achieved.It allows a mild,rapid,and step-economic access to a broad range of azidoa lkylated heteroaromatics.Given the diversity in transformations of organic azides and medicinally privileged scaffolds of heteroarenes,this strategy enables efficient synthesis and latestage derivatization of drugs and candidates.Finally,through summary of the above three sections,we made some prospects for the model in free-radical multicomponent cascade reactions through radical polarity reversion strategy.
Keywords/Search Tags:free radical chemistry, intermolecular cascade reactions, hypervalent iodines, organic azides, heterocyclic compounds
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