基于惰性键活化的异喹啉合成新方法分析-analysis of a new synthesis method of isoquinoline based on inert bond activation.docx

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基于惰性键活化的异喹啉合成新方法分析-analysis of a new synthesis method of isoquinoline based on inert bond activation.docx

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基于惰性键活化的异喹啉合成新方法分析-analysis of a new synthesis method of isoquinoline based on inert bond activation

AbstractTransitionmetalcatalyzeddirectC-CbondcouplingviaC-Hbondactivationreactionshaveexemplifiedtheadvantageousconstructionofheterocycliccompoundscomparedtotraditionalsyntheticmethods.Amongmanyofthem,Rhcatalystsstandoutfortheirhighcatalyticactivity,lowcatalystloadingandwidesubstratestolerance,whichmakesthemoneofthemoststudiedtransitionmetalcatalysts.Isoquinolineanditsderivativesareagroupofbioactivebuildingblocks,widlyexistinginnaturalproducts.Theybuildupabigportionofalkaloids,thuspossesssyntheticvalueespeciallyinmedicinalchemistry.Inrecentyears,one-potsynthesisofisoquinolinehavebeendevelopedthroughefficienttransitionmetalcatalyzedaromaticC-HactivationandC-Cformation.Nevertheless,problemssuchasharshreactionconditionsandlowatomeconomystillexistinthiskindofreaction.ThisarticlereviewsthreeoxidativesystemsforrhodiumcatalyzedC-Hactivation/couplingreactionsandthedevelopmentofisoquinolinesyntheticmethod.Onthebasisdescribedabove,aCp*Rh(H2O)3(OTf)2catalyzedC-Hactivation/oxidativecouplingreactionofaromaticazinesandalkynestosynthesisisoquinolineisreportedherein.Withtheadditionofbenzoicacidandairasoxidant,thereactioncanbeconductedunderroomtemperatureaffordingthedesiredproductupto91%yield.Thereactionefficientlycombinestheredox-neutralsystemandRh/O2system,asaresult,onemoleculararomaticazinesubstratecanproducetwomolecularisoquinolines.Theonlybyproductofthisreactioniswater.Thenewisoquinolinesyntheticmethodismild,,environmentalfriendlyandmeettheatomeconomydemand.Keywords:C-Hactivation,Oxidativecoupling,Rhcatalyst,Air,Isoquinoline目录摘要.......................................................................................................IAbstract...................................................................................................II1绪论1.1研究背景与意义...............................................................................(1)1.2铑催化的C-H键活化/氧化偶联反应研究进展................................(2)1.3异喹啉及其衍生物的合成方法发展简述........................................(17)1.4小结......................