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Diacetoxyiodobenzene Promoted A-chlorination Of SilylEnol Ether Of Aryl Keton And Reaction Of ChiralReagent Iodine Catalyzed Asymmetric A-substituted Ketone

Posted on:2017-02-22Degree:MasterType:Thesis
Country:ChinaCandidate:X W ChenFull Text:PDF
GTID:2371330545982331Subject:Organic Chemistry
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Hypervalent iodine compounds are widely used in moderm organic synthesis used as oxidants.Hypervalent organoiodine includes diaryliodobenzenes,alkenyl aryl iodate and alkynyl aryl iodate.Their chemical properties are similar to the corresponding halides,and have stronger electrophilic reactivity.In recent years,hypervalent iodine compounds are getting more and more attention by many organic chemists used as facile,non-toxic oxidants and strong electrophiles.In this thesis,diacetoxyiodobenzene promoted chlorination of silyl enol ether of aryl ketones were firstly disclosed and ?-substitution reaction of ketones catalyzed by chiral hypervalent organoiodine was also studied.This thesis consists of three parts:Chapter one:The Application of Diacetoxyiodobenzenes in Organic SynthesisIn this chapter,we summarized the application of diacetoxyiodobenzenes in organic synthesis in detail.The chapter includes two parts:the first part summarized the application of achiral diacetoxyiodobenzenes in organic synthesis;the second part summarized the application of chiral diacetoxyiodobenzenes in organic synthesis.Chapter two:Diacetoxyiodobenzene Promoted Chlorination of Silyl Enol Ether of Aryl KetonesIn this chapter,a series of ?-chloroketones were obtained from silyl enol ether of aryl ketones using trimethylchlorosilane as chlorine source and diacetoxyiodobenzene as promoter.The reaction occurs under mild condition yielding the products in moderate to good yields,and has the potential possibility for synthesis of a-bromoketone.Chapter three:?-Substitution Reaction of Ketones Catalyzed by Chiral Hyperv alent OrganoiodineIn this chapter,a series of chiral hypervalent organoiodine were prepared,and a-substitution reaction of ketones was explored catalyzed by chiral hypervalent organoiodine.
Keywords/Search Tags:a-Chlorination, Diacetoxyiodobenzene, Silyl enol ether, Aryl ketone, a-Bromoaryl ketone, Chiral Hypervalent Organoiodine
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