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Azidation Of Olefins Under Visible Light Photoredox Catalysis

Posted on:2019-04-29Degree:MasterType:Thesis
Country:ChinaCandidate:X Y ZhangFull Text:PDF
GTID:2321330569489720Subject:Organic Chemistry
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Organic azides are synthetically very useful as the precursors of nitrogen-containing organic molecules.This thesis mainly deals with free radical methods for the preparation of organic azides via azidation/difunctionalization of olefins.It consists of the following two chapters:The first chapter gives a brief review of the free radical methods developed in recent years for the preparation of organic azide compounds,which is introduced from the following three aspects:(1)preparation of organic azides by addition of the azidyl radical to the carbon-carbon double bonds;(2)preparation of organic azides by the azide transfer reactions;(3)preparation of aryl azides.The second chapter describes my research work on the Zhdankin’s reagent-mediated azidation of olefins under the conditions of photoredox catalysis.We found that by the catalysis of Ru(bpy)3Cl2,N-vinylbenzene sulfonamides can react with Zhdankin reagent under visible light irradiation to afford the azidation/acyloxylation products in acetonitrile.The reaction has the merits of high regioselectivity,mild conditions and atomic economy.This method provides a new way for building azidyl and oxy-difunctionalized compounds from olefins.
Keywords/Search Tags:N-vinylbenzene sulfonamides, visible light photoredox catalysis, hypervalent iodine, Azidoxylation
PDF Full Text Request
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