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Palladium Catalyzed Oxidative C-H Bond Activation/Carbonylation To Construct Heterocycle Derivatives

Posted on:2018-05-26Degree:MasterType:Thesis
Country:ChinaCandidate:F LiaoFull Text:PDF
GTID:2321330512492372Subject:Organic Chemistry
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C-H bonds exist in a range of compounds including natural products,industrial chemicals,pharmaceuticals and functional materials,while C-H bond activation represents the core of organic chemistry.Recently,palladium catalyst has been used to promote the process of C-H activation,which gradually become the hotspot among organic chemistry.As one of the C-H bond functionalization,palladium catalyzed C-H Bond activation/ carbonylation has successfully converted CO into organic molecules,becoming an essential tool to construct carbonyl derivatives in a greener way.Based on the above background,my two works mainly concentrate on palladium catalyzed C-H bond activation/ carbonylation to construct heterocycle derivatives1.Fluorazones are recognized as a particularly useful class of compounds in medicinal chemistry.They exhibit extraordinary biological and pharmaceutical properties Herein we developed a straightforward Pd/Cu-catalyzed oxidative dual C-H bonds carbonylation to access biologically and pharmaceutically important fluorazone from easily available N-aryl pyrroles and CO,using Pd Cl2 as the catalyst,Cu(OAc)2 as co-catalyst and oxygen as oxidants.A wide range of functional groups were well tolerated in this transformation.The investigation of the mechanism about the reaction shows that the second aryl C-H activation might be the rate determine step.2.We have developed Pd-catalyzed C-H activation/ carbonylation utilizing imine as the directing group to access phthalimide derivatives.Phthalimide derivatives exist widely in biologically important molecules and natural products.The method is distinguish not only for the simple substrate and reaction conditions but also the compatibility of functional groups.
Keywords/Search Tags:palladium, C-H activation, oxidative carbonylation, heterocycle derivatives
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