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1、AngewandteChemieDOI:10.1002/anie.200904677HomogeneousCatalysisAConvenientandGeneralIron-CatalyzedReductionofAmidestoAmines**ShaolinZhou,KathrinJunge,DanieleAddis,ShoubhikDas,andMatthiasBeller*[a]AminesconstituteanimportantclassofcompoundsinTable1:Iron-catalyzedreductionofN,N-dimethylbenzamide
2、.chemistryandbiology.Theyarewidelyusedinthepharma-ceuticalindustryforcropprotectionandnaturalproductsynthesis,aswellasforthepreparationofadvanced[1]materials.Amongthedifferentproceduresfortheirsyn-thesis,thereductionofamidesisoneofthemostfundamentalEntryCatalystSilane(equiv)SolventYield[b][%]
3、methods.Ingeneral,reactivealkalimetalhydridesorboron(mol%)hydridesareusedforsuchreductionprocesses.However,1–PhSiH3(2)toluene0theirairandmoisturesensitivty,theirlowfunctionalgroup2[Fe2(CO)9](3)PhSiH3(2)toluene9tolerance,andtediouspurificationproceduresaredraw-3[Fe3(CO)12](2)PhSiH3(2)toluene97
4、[2]backs.Interestingly,Cole-Hamiltonandco-workersshowed4Fe(OAc)2(5)PhSiH3(2)toluene22thatcatalytichydrogenationofamidesusingmolecular5[Fe(acac)2](5)PhSiH3(2)toluene57hydrogenconstitutesahighlyattractiveaccesstoamines,6[Fe(acac)3](5)PhSiH3(2)toluene58butthevigorousreactionconditions,thatis,hig
5、hpressures7[Fe(stearate)2](5)PhSiH3(2)toluene2[3]8FeF2(5)PhSiH3(2)toluene4andelevatedtemperature,limitthismethodology.9Fe3O4(5)PhSiH3(2)toluene0Duringthelastdecade,metal-catalyzedhydrosilylations10[Fe3(CO)12](2)Me(EtO)2SiH(3.0)toluene14ofamideshavereceivedconsiderableinterest.Although11[Fe3(C
6、O)12](2)Et3SiH(3.0)toluene18[4a–c][4c–g][4c,h]variouscatalystsystemsincludingRh,Ru,Pt,12[Fe3(CO)12](2)(EtO)3SiH(3.0)toluene20Pd,[4c]Ir,[4c]Os,[4c]Re,[4c]Mn,[4c]Mo,[4i]In,[4j]andTi[4k]have13[Fe3(CO)12](2)Et2MeSiH(3.0)toluene18proventobeeffectiveforthisreduction,thedevelopmentof14[Fe3(CO)12](2)
7、TMSOSiMe2H(3.0)toluene3015[Fe3(CO)12](2)Ph2SiH2(2.0)toluene99cost-efficientandenvironmentallybenigncatalystsforthis[c]16[Fe3(CO)12](2)PMHS(5.0)toluene93transformationisstilldesirable.Inaddition,mostofthe17[Fe3(CO)12](2)PMHS(4.0)toluene89known
