Sequentially Palladium-Catalyzed Processes.pdf

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1、TopOrganometChem(2006)19:149–205DOI10.1007/3418_012©Springer-VerlagBerlinHeidelberg2006Publishedonline:6May2006SequentiallyPalladium-CatalyzedProcessesThomasJ.J.MüllerOrganisch-ChemischesInstitutderRuprecht-Karls-UniversitätHeidelberg,ImNeuenheimerFeld270,69120Heidelber

2、g,GermanyThomas_J.J.Mueller@urz.uni-heidelberg.de1Introduction...................................1502SequencesInitiatedbyHeckReaction.....................1522.1IrreversibleOlefinInsertionasInitialStep..................1522.2IntermediateReversibleVinylationasInitialStep..

3、............1563SequencesInitiatedbyAllylicSubstitution..................1644SequencesInitiatedbyAmination.......................1715SequencesInitiatedbySonogashiraCoupling................1806SequencesInitiatedbyMetallation......................1857SequencesInitiatedbyC

4、HActivation.....................1908SequencesInitiatedbyCycloisomerization..................1939SequencesInitiatedbyMiscellaneousProcesses...............19510Conclusion....................................201References.......................................202AbstractSeq

5、uentiallypalladium-catalyzedreactionsconsistofcombinationsofidentical,related,orsignificantlydifferentpalladium-catalyzedprocessesthatoccurinasequentialorconsecutivefashioninthesamereactionvesselwithoutadditionoffurtheramountsofcatalysttothereactionmedia.Thisnoveltypeofc

6、ascadereactioncanbeelaboratedintobothdominoandmulticomponentprocessesandrepresentsasignificantcontributiontothehighlytopicalfieldofdiversity-orientedsynthesis.KeywordsAllylicsubstitution·CHactivation·Cross-coupling·Cycloisomerization·Dominoreactions·Metallation·Multicompo

7、nentreactions·PalladiumcatalysisAbbreviationsAcAcetylAcOAcetyloxyArArylBINAP2,2
-Bis(diphenyl)phosphano)-1,1
-binaphthyl150T.J.J.MüllerBoctert-ButyloxycarbonylBnBenzylBuButylcatCatalystCbzCarbonyloxybenzyldbaDibenzylideneacetoneDMAN,N-DimethylacetamideDMFN,N-Dimethylfor

8、mamideDME1,2-Dimethoxyethanedppe1,2-Bis(diphenylphosphanyl)ethanedppf1,1
-Bis(diphenylphosphano)ferrocenedppmB