基于串联反应策略高效构建含氮杂环化合物分析-analysis of high-efficient construction of nitrogen-containing heterocyclic compounds based on series reaction strategy.docx

AbstractStudyonSynthesis ofNitrogen-ContainingHeterocyclicCompoundsviaDominoReactionsStudyonSynthesisofNitrogen-Containing HeterocyclicCompoundsviaDomino ReactionsAbstractIn this thesis, ourattentionfocusedonthesynthesisofpyrrole and quinazolinederivatives.Wedevelopedthreegeneralandefficientsyntheticapproachsto access of pyrrolo[3,4-c]quinoline、7-Hydroxy-6,7-dihydro-indole、quinazolinederivativeswithoutthehelpofmetal-catalyzed.Therawmaterialsareeasytoprepare, thework of this paper is divided into the followingthreeparts:PartI: An efficientmethodologytoaccessof Pyrrolo[3,4-c]quinolinone derivativesbythereactionofTosMICand2-Aminoarylacrylates/2-Aminoch-alconesviaonepotVanLeusenreactionandcyclizationunderbasicconditionshave beenreported.Comparedwiththepreviousreported,Thedesiredproductscouldbe obtainedinmoderatetogoodyieldswithouttheseparationofintermediates.Thiswork isalsoasupplementandimprovementtosynthesisofthecorresponding pyrroloquinolinecompoundsviaVanLeusenreactionandprovidesamethodto synthesis ofpyrrolo[3,4-c]quinolinone/pyrrolo[3,4-c]quinoline derivatives.PartII:wehavedevelopedthedominoreactionsofdifferentarylglyoxals with enamines under catalyst-free conditions and the iodine-promoted one pot two step reactionsofmethyl ketoneswith enaminesto constructhydroxy-2-aryl-6,7-dihydro- indol-4(5H)-onesinmoderatetogoodyields.Inaddition,3,7-bis-indolescouldalsobe observedin47-73%yieldsbyonepotdominoreactionofarylglyoxalswithenamines and indoles over two steps.PartIII:Anefficientmethodologytoaccessofquinazolinederivativesby thereactionof carbodiimides and alcohol under basic conditions have beendeveloped.Theeasyaccessibilityofthestartingmaterials,simpleandmildreactionIIStudyonSynthesis ofNitrogen-ContainingHeterocyclicCompounds viaDominoReactionsAbstract conditions, shortreactiontimeandthe yieldsup to 99%, which provides a useful strategy for further construction of the quinazoline compounds and other heterocyclic compounds.Keywords:TosMIC, pyrrolo[3,4-c]quinolinone, one