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Studies On Transition Metal-Catalyzed C-H Bond Functionalization

Posted on:2022-05-10Degree:MasterType:Thesis
Country:ChinaCandidate:H HuFull Text:PDF
GTID:2491306521465104Subject:Organic Chemistry
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C-H functionalization has been one of the hot research in organic chemistry.It meets the requirements of green chemistry,with the advantages of atom and step economy.It has been widely developed in materials science,natural product and drug molecule synthesis.Based on transition metal-catalyzed C-H functionalization,we introduce the following two works:1.Co(Ⅲ)catalyzed C-H allylation of 4-vinyl-1,3-dioxan-2-oneFirst,we reviewed the progress of transition metal-catalyzed C-H allylation reactions in recent years,focusing on the reactions and mechanisms involved in various allylation reagents.Next,we developed Co(Ⅲ)catalyzed C-H allylation of indole derivatives and4-vinyl-1,3-dioxan-2-one.The reaction proceeded stereospecific(E)-homoallyl alcohols under mild conditions,with a wide range of substrates,good functional-group tulorance.In addition,it had potention in practical application,and a variety of indole derivatives containing drug molecular skeletons can proceed smoothly.2.Rh(Ⅲ)catalyzed ring-opening/spirocyclization of isoindolinones with cyclopropenone.First,we reviewed transition metal-catalyzed reaction of cyclopropenone,focusing on ring-opening and cycloaddition reaction.Next,we developed Rh(Ⅲ)-catalyzed ring-opening/spirocyclization of isoindolinones with cyclopropenones,to constructe spiro[isoindoline-1,1’-naphthalene]-3,4’-diones.The reaction proceeded smoothly and was additive-free,and devoloped a new approach to construct spiro sketetons.
Keywords/Search Tags:C-H functionalization, allylation, homoallyl alcohol, cyclopropenone, spirocyclization
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