WelcometoProf.ZhipingLi’sgroupAddressProf.ZhipingLiDepartmentofChemistryRenminUniversityofChinaBeijing100872,ChinaTelephone:+86-10-6251-4226Fax:+86-10-6251-6444E-mail:zhipingli@ruc.edu.cnEducationB.Sc.:NanjingUniversityofScienceandTechnology,1989-1993M.Sc.:NanjingUniversityofScienceandTechnology,1993-1995(withProfessorsChunxuLvandYunyangWei)Ph.D.:DalianUniversityofTechnology,1996-1999(withProfessorsXigaoJianandGuoduRen)PostdoctoralFellow:PekingUniversity,1999-2000(withProfessorZhenfengXi)PostdoctoralFellow:HokkaidoUniversity,Japan,2001-2002(withProfessorTamotsuTakahashi)PostdoctoralFellow:McGillUniversity,Canada,2004-2006(withProfessorChao-JunLi)AcdemiccareerAssistantProfessor:PekingUniversity,2002.8-2003.12AssociateProfessor:RenminUniversityofChina,2006.3-2009.8Professor:RenminUniversityofChina,2009.9-nowQualificationsandawards1.NewCenturyExcellentTalentsinUniversity(2007)2.TechnologyInnovationofPioneerCapitalEducation(2009)Selectedpublications1.XingweiGuo,RongYu,HaijunLi,andZhipingLi*.Iron-CatalyzedTandemOxidativeCouplingandAnnulation:AnEfficientApproachtoConstructPolysubstitutedBenzofurans.J.Am.Chem.Soc.2009,131,17387–17393.2.XingweiGuo,ShiguangPan,JinhuaLiu,andZhipingLi*.One-PotSynthesisofSymmetricandUnsymmetric1,1-Bis-indolylmethanesviaTandemIron-CatalyzedC-HBondOxidationandC-OBondCleavage.J.Org.Chem.2009,74,8848–8851.3.XingweiGuo,ShiguangPan,JinhuaLiu,andZhipingLi*.One-PotSynthesisofSymmetricandUnsymmetric1,1-Bis-methylamines:highlyefficientsynthesisofmethylene-bridgedbis-1,3-dicarbonylcompounds.Org.Lett.,2009,11,4176–4179.4.HaijunLi,WenjuanLi,ZhipingLi*.Iron-catalyzedcross-aldolreactionsofortho-diketonesandmethylketones.Chem.Commun.2009,3264-3266.5.ZhipingLi*,RongYu,HaijunLi.Iron-catalyzedC-CbondformationbydirectfunctionalizationofC-HbondsadjacenttoheteroatomsAngew.Chem.Int.Ed.2008,47,7497-7500.6.ZhipingLi*,HaijunLi,XingweiGuo,LinCao,RongYu,HuanrongLi,andShiguangPan.C-HBondoxidationinitiatedPummerer-andKnoevenagel-typereactionsofbenzylsulfideand1,3-dicarbonylcompounds.Org.Lett.2008,10,803-805.7.ZhipingLi*,LinCao,Chao-JunLi*.FeCl2-catalyzedselectiveC-CbondformationbyoxidativeactivationofabenzylicC-Hbond.Angew.Chem.Int.Ed.2007,46,6505-6507.8.ZhipingLi,D.ScottBohle,andChao-JunLi*.Cu-catalyzedcross-dehydrogenativecoupling:AversatilestrategyforC–Cbondformationsviatheoxidativeactivationofsp3C–Hbonds.Proc.Natl.Acad.Sci.USA,2006,103,8928-8933.9.ZhipingLi,andChao-JunLi*.CatalyticAllylicAlkylationviatheCross-Dehydrogenative-Coupling(CDC)ReactionbetweenAllylicsp3C-HandMethylenicsp3C-HBonds.J.Am.Chem.Soc.2006,128,56-57.10.ZhipingLi,andChao-JunLi*.CuBr-CatalyzedDirectIndolationofTetrahydroisoquinolinesviaCross-DehydrogenativeCouplingbetweensp3C-Handsp2C-HBonds.J.Am.Chem.Soc.2005,127,6968-6969.11.ZhipingLi,andChao-JunLi*.HighlyEfficientCopper-CatalyzedNitro-MannichTypeReaction:Cross-Dehydrogenative-Coupling(CDC)betweensp3C-HBondandsp3C-HBond.J.Am.Chem.Soc.2005,127,3672-3673.12.ZhipingLi,andChao-JunLi*.CatalyticEnantioselectiveAlkynylationofProchiralsp3C-HBondsAdjacenttoaNitrogenAtom.Org.Lett.2004,6,4997-4999.13.ZhipingLi,andChao-JunLi*.CuBr-catalyzedEfficientAlkynylationofsp3C-HBondsAdjacenttoaNitrogenAtom.J.Am.Chem.Soc.2004,126,11810-11811.14.XinZhou,ZhipingLi,HuiWang,MasanoriKitamura,Ken-ichiroKanno,KiyohikoNakajima,andTamotsuTakahashi*.NovelSyntheticRoutetoOctasubstitutedNaphthalenesfromFourAlkynesandOneOlefinUnitviaZirconacyclopentadienesand1,2-Diiodo-3,4,5,6-tetraalkylbenzene.J.Org.Chem.2004,69,4559-4562.15.XiaohuaSun,CongyangWang,ZhipingLi,ShiweiZhang,andZhenfengXi*.Zirconocene-MediatedIntermolecularCouplingofOneMoleculeofSi-TetheredDiynewithThreeMoleculesofOrganonitriles:One-PotFormationofPyrrolo[3,2-c]pyridineDerivativesviaCleavageofCºNTripleBondsofOrganonitriles.J.Am.Chem.Soc.2004,126(23),7172-7173.ResearchinterestsDr.Zhiping’sgroupiscurrentfocusingonseekingnovelsyntheticmethodologiesbasedontheselectiveoxidationofC-Hbonds(Scheme1).(1)Iron-catalyzedC-HbondoxidationdirectedtowardsorganicsynthesisTheapplicationsofinexpensive,easilyavailableandnontoxicironcatalystsareattractinggreatattentioninorganicchemistry.Ironcatalystsarewell-knowncatalystsinC-Hbondsoxidation,whereinC-ObondsandC-Xbondswereformed.Inspiredbynatureandpreviousexcellentresults,werationalizedthatitwouldbeanefficientmethodofC-CbondformationbydirectandselectiveC-Hbondoxidation.Herearesomeofourrecentresultstowardthisidea,includingbenzylicC-Hbondoxidation,α-heteroatomC-HbondoxidationandaromaticC-Hbondoxidation(Scheme2).IroncatalyststogetherwithorganicperoxidehavebeenprovedtobeveryefficientinoxidativeC-HbondactivationandC-Cbondformation.(2)Moleculariodine-mediatedC-HbondoxidationinorganicsynthesisMetal-freesynthesesarehighlyattractiveinsyntheticchemistry,especiallyinpharmaceuticalsynthesis.Thelowcastandlesstoxicitymoleculariodineisoneofenvironmentallybenignreagentsandwasbroadlyusedinorganicsynthesis.Oureffortsinthedevelopmentofnovelmethodologiesfororganicsynthesispromotedustoinvestigatemoleculariodine-mediatedC-HbondoxidationandC-Cbondformation.Indolederivativesarethebiologicallyimportantnaturalproducts.Manyeffortshavebeenmadetoachievethesynthesisofthismotif.Variousinnovativeandpowerfulmethodologiesforthesynthesisofindolederivativeshavebeendeveloped.Withourefforts,anefficientandpracticalsynthesisofindoleanditsderivativeswasachievedviaI2-mediatedoxidativecouplingreactionswithoutsacrificedorganicfunctionalgroups(Scheme3).(3)Theapplicationofo-chloranilinC-CbondformationC-Cbondformationisanimportantresearchtopicinorganicsynthesis.Variousmethodologiesaredevelopedtowardthistarget.Asoneofthefundamentalinnovationsinorganicchemistry,“chemistrybeyondfunctionalgrouptransformation”,whichusesreadilyavailable,cheapandnon-toxicmaterialstoconstructtargetedmoleculeswithhighyieldsundermildconditions,ishighlydesired.o-Chloranil(tetrachloro-o-benzoquinone)isusuallyusedasanoxidantinoxidationreactions.Duringourstudies,o-chloranilwasappliedefficientlyinC-Cbondformation.TwotypesofC-Cbondformationusingo-chloranilwillbediscussed:(1)anovelPummerer-typereactionisdevelopedviao-chloranil-mediatedC-Hbondoxidation.Thereactionpresentsasimpleandefficientmethodtoconstructsulfidederivatives.Interestingly,theKnoevenagel-typereactionisselectivelyachievedbycontrolledreactionconditions(Eq.1);(2)efficientiron-catalyzedcross-aldolreactionsofo-chloranilandmethylketonesaredeveloped.Importantly,theformedaldolproductsareefficientlytransformedintocyclohepta-2,4,6-trienonederivatives(tropones)underthermalconditionviaring-expansionreactions(Eq.2).Furtherring-contractionreactionsoftroponederivativesisalsointeresting(Eq.3).
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