喹啉羧酸及其衍生物的合成方法-黄文静

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doi10.16597/j.cnki.issn.1002-154x.2016.01.009*****222005*221116、。。2016-01-11201305007、YY-026SW-YY-028CG1302CG15081993~。1964~。E-mailaddresszhenming_zhang@163.comTheSynthesisofQuinolineCarboxylicAcidanditsDerivativesHuangWenjingTanChaolanZhangDandanWangRunnanZhangZhenming*WangXuan*SchoolofChemicalEngineering&TechnologyHuaihaiInstituteofTechnologyJiangsuLianyungang222005*SchoolofChemicalEngineering&TechnologyChinaUniversityofMiningandTechnologyJiangsuXuzhou221116AbstractQuinolinecarboxylicAcidanditsderivativeswereimportantintermediatesinorganicsynthesiswhichwerewidelyusedinpharmaceuticalagriculturalchemicalsanddyeindustries.Themainsynthesismethodsofquinol-inecarboxylicacidanditsderivativesincludingdirectoxidationhydrolysiscyclizationandothersyntheticmethodwerereviewed.KeywordsquinolinecarboxylicacidOxidationCyclization。、3---2--4-1VLA-4、urotensinⅡ、、-2-4--3-223-。-2-2--8---7-3-6-4Hqlc。。。1、、Ressert—33—30120161ChemicalIndustryTimesVol.30No.1Jan.1.20161。1Fig1synthesismethodsofquinolinecarboxylicacid1.12~7、、、。、SakaguchiS5N-2~75。2.22-2-2-695%。2.3Ressert、Ressert2-54%2。2.4Friedlnder、Skraup、Pfitz-ingerNiementowski。Friedlnderα-23-。Skraup、5678-。Pfitzinger4-24-。Niementowski、。2。23456782324。2.1-2-Ressert。7-Friedlnder2-。Huang8-2-80%。Ge9NájeraHeck2-—43—2016.Vol.30No.1《Reviews》--3-87%。4-1067。3-4--3-。EMME。LewisPPA、PPE、Ac2O-H2SO4。。17、、。、2---4-651%。11Pfitzinger2--4-94%。Matsumura125--8-8--5-。。6-SkraupMcCall13、、-6-95%。Nycz142--8--Kolbe-Schmidt2--8--7-59%。8-153--2-Skraup7--8--37--8-。、78%。2.2。23-24-。Maulding16N--3--3-Vilsmeier23-54%。LosM17β--αβ—53—2016.Vol.20No.1Vilsmeier23-74%。1823-23-85.3%。Zhu1924-90%。Nan2024-75%。3。Skraup6857。575。Friedlnder。PfitzingerFriedlnder。。1PendrakIWittrockRKingsburyWD.Synthesisandan-ti-HSVactivityofmethylenedioxymappicineketoneana-logsJ.J.Org.Chem.19956092912~2915.2.4-J.201406785~790.3MaleckiJGKruszyńskiRTabakD.etal.Thereac-tionsbetweenRuHClCOPPh33andquinolinecar-boxylicacidsJ.Polyhedron200726175120~5130.4XuBGuoZYangH.etal.AnovelluminescentLeadcoordinationframeworkwithquinoline-6-carboxylicacidJ.JournalofMolecularStructure20099221140~143.5SakaguchiSShibamotoAIshiiY.Remarkableeffectof—63—2016.Vol.30No.1《Reviews》nitrogendioxideforN-hydroxyphthalimide-catalyzedaerobicoxidationofmethylquinolinesJ.ChemicalCom-munications20022180~181.6FurnissBS.Vogel'stextbookofpracticalorganicchemistryM.PearsonEducationIndia1989.7.2D.2010.8HeHuangHualiangJiangKaixianChenandHongLiu.ASimpleandConvenientCopper-CatalyzedTandemSynthe-sisofQuinoline-2-carboxylatesatRoomTemperature.J.Org.Chem.200974155476~5480.9GeDHuLWangJ.ReversibleHydrogenationOxida-tiveDehydrogenationofQuinolinesoveraHighlyActivePtNanowireCatalystunderMildConditionsJ.Chem-CatChem2013582183~2186.10.6--7--4--3-J.200905694~698.11.-4-J.201356281~282.12MatsumuraKSoneC.TheBeckmannRearrangementwithQuinolineCompoundsJ.JournaloftheAmericanChemicalSociety19315341493~1496.13McCallJMRomeroDLClareM.Heterocycliccom-poundsfortheinhibitionofpaskP.US20121491572012-3-2.14NyczJEMaleckiGJ.Synthesisspectroscopyandcom-putationalstudiesofselectedhydroxyquinolinecarboxylicacidsandtheirselectedfluoro-thio-anddithioana-loguesJ.JournalofMolecularStructure20131032159~168.15.J.199635617~18.16MauldingDR.Synthesisof23-quinolinedicarboxylicacidJ.Journalofheterocyclicchemistry19882561777~1779.17LosM.2-2-imidazolin-2-yl-pyridinesandquinolinesanduseofsaidcompoundsasherbicidala-gentsU.S.Patent4798619P.1989-1-17.18.3-P.CN101781247B2013-01-02.19ZhuHYangRFYunLH.etal.Facileandefficientsynthesisofquinoline-4-carboxylicacidsundermicro-waveirradiationJ.ChineseChemicalLetters201021135~38.20NanGMLiuW.Metal-freeone-potsynthesisofquinoline-24-carboxylatesviaamoleculariodine-catalyzedthree-componentreactionofarylaminesethylglyoxylateandα-ketoestersJ.ChineseChemicalLetters20152610檸檸檸檸檸檸檸檸檸檸檸檸檸檸檸檸檸檸檸檸檸檸檸檸檸檸檸檸檸檸檸檸檸檸檸檸檸檸檸檸檸檸檸檸檸檸檸1289~1292.。。。“”2015“”。。。、、、、、。“、、、、”。GMP、、。—73—2016.Vol.20No.1

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