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1、Chem.Rev.2006,106,1077-11041077UseofSolidCatalystsinFriedel-CraftsAcylationReactions†GiovanniSartori*,‡,§andRaimondoMaggi‡,§CleanSyntheticMethodologiesGroupandNationalInteruniversityConsortium“ChemistryforEnvironment”(INCA),UnitPR2,DipartimentodiChimica
2、OrganicaeIndustrialedell’Universita`,ParcoAreadelleScienze17A,I-43100Parma,ItalyReceivedSeptember23,2005Contentssubstratewithanacylcomponentinthepresenceofacatalyst.31.Introduction1077Sincetheabovecommunication,animpressivenumber2.AcylationofArenes1078o
3、fpapersandbookshavebeenpublishedandnumerous2.1.AcylationwithZeolites10783patentshavebeenregisteredonthistopic.Thereaction2.2.AcylationwithClays1083quicklybecameafundamentalpillarofsyntheticorganic2.3.AcylationwithMetalOxides1084chemistryatboththeacademi
4、candindustriallevels.The2.4.AcylationwithAcid-TreatedMetalOxides1084greatinterestinelectrophilicacylationstudiesandinthe2.5.AcylationwithHeteropolyAcids1085optimizationofpreparativeprocesseswasspurredbythe2.6.AcylationwithNafion1086considerablepractical
5、valueofthearomaticketoneproducts.3.AcylationofAromaticEthers1087Infact,thesecompoundsconstitutefundamentalintermedi-3.1.AcylationwithZeolites1087atesinthepharmaceutical,fragrance,flavor,dye,andagrochemicalindustries.4-63.2.AcylationwithClays10923.3.Acyl
6、ationwithMetalOxides1092Conventionally,theelectrophilicacylationsarecatalyzed3.4.AcylationwithAcid-TreatedMetalOxides1092byLewisacids(suchasZnCl2,AlCl3,FeCl3,SnCl4,andTiCl4)orstrongproticacids(suchasHFandH2SO4).In3.5.AcylationwithHeteropolyAcids1093part
7、icular,theuseofmetalhalidescausesproblemsassoci-3.6.AcylationwithNafion1094atedwiththestrongcomplexformedbetweentheketone4.AcylationofAromaticThioethers1094productandthemetalhalideitselfwhichprovokestheuse5.AcylationofPhenolicSubstrates1094ofmorethansto
8、ichiometricamountsofcatalyst.Theworkup5.1.FriesRearrangement1095commonlyrequireshydrolysisofthecomplex,leadingto5.1.1.FriesRearrangementwithZeolites1095thelossofthecatalystandgivinglargeamountsofcorrosive5.1.2.FriesRearrangementw