通过η~3-苄基钯中间体零价钯催化的吲哚苄基化反应（英文）.pdf

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1、ChineseJournalofCatalysis36(2015)15—18催化学报2015年第36卷第1期fWxArW．chxb．cnavai“薯■瓣⋯鲫曩蠢ll一一∥一“¨=jour囊lhagewwl鬟{ee9；m／Ioae，cihjflj零Communication(SpecialIssueonCatalysisinOrganicSynthesis)Pd(O)-catalyzedbenzylationofindolethroughq3-benzylpalladiumintermediateZheng-LeZhao一QingGub，Xin—YanWu，Shu-

2、LiYou．b，#aKeyLaboratory厂0rAdvancedMaterialsandInstituteofMneChemicals,EastChinaUniversityofScienceandTechnology,Shanghai200237,ChinabStoteKeyLaboratoryofOrganometollicChemistry,ShanghaiInstituteofOrganicChemistry,ChineseAcademyofSciences,Shanghai200032,ChinaARTICLEINF0ABSTRACTArticleh

3、istory：AnefficientmethodhasbeendevelopedforthePd(O)．catalyzedbenzylationofindoles，whichoc．Received13June2014curredwithexclusiveregioselectivity．Whentl1isreactionwasperf0rmedinthepresenceofAccepted3July2014Pd(PPh3)4，itprovidedaccesstoabroadrangeofsubstitutedindolesbearingdiarylmethanes

4、atPublished20January2015their3-positionin90％一99％yieldsundermildconditions．@2015，DalianInstituteofChemicalPhysics，ChineseAcademyofSciences．PublishedbyElsevierB．Allrightsreserved．Keywords：BenzylationIndoleTriarylmethaneT13-BenzylpalladiumintermediateThechemistryofⅡ．allylpalladiumcomplex

5、eshasbecomecarboxylates[11—15】andevenfluorides【16]，toPd(O)．Benzyloneofthemostsuccessfulareasoforganicsynthesis．asexem．chloridescanalsobetreatedascommonprecursorsfortheplifiedbytheTsuji—Trostreactionf11．Incontrast,reactionsformationofq3-benzylpalladiumspeciesbecausethevareinvolvingtheq

6、3一benzylpalladiumcomplexesgeneratedfromreadilyavailablewithvariouscommercia1suppliersandstablebenzylicderivativesaremuchlesscommonbecausetheyre—【17—271．Severalelegantpalladium—catalyzedbenzylationpro·quirethedearomatizationofanarylsystem．Despitethediffi．cesseshavebeendevelopedduringth

7、ecourseofthelastdec．cultiesassociatedwiththepreparationofq3一benzylpalladiumbenzyliccomplexes．thesesystemsareconsideredtobeusefulinterme—，Pd，diatesinorganicsynthesis．becausetheycanbeusedasspecial一。／orthoorth口110_allyl-palladiumspecies．Inthisway，q3．benzylpalladium，、、、Pd一、intermediatesha

8、vebee