多氟烷基和聯(lián)苯取代噁二唑類的合成及活性研究.pdf

1、湖南大學碩士學位論文多氟烷基和聯(lián)苯取代噁二唑類的合成及活性研究姓名：黃勇申請學位級別：碩士專業(yè)：有機化學指導教師：向建南20080520多氟烷基和聯(lián)苯取代唔二唑類的合成及活性研究lllAbstractFluorinatedfunctionalcompoundshavegainedtochemist’Sattentionssinceitwasfoundthattheintroductionoffluorineatomsorfluorous

2、alkylintoorganicmoleculescouldleadtosignificantchangesinbiologicalactivitiesAnd1，3，4oxadiazole2thioneswithabroadspectrumofbiologicalactivitysuchasanti—HIVvirus，antibacteriaandtopreventlowbloodsugarcomaThereafewpapersrepo

3、rtedthereactivityofthehydrogenofNHgroupinheterocycle，forexample，MannichbasereactionHowever，thesamehydrogensubstitutedbyperfluoroalkylisnotreportedintheliteratureAseriesofNpernuoroalkylethylsubstituted1，3，4oxadiazole2thio

4、nesweresynthesizedinthesecondchapterthispaperandtheirstructureswereconfirmedby1HNMR，19FNMR，IR，massspectraandelementalanalysis，AndselectthepartoftheherbicidalactivityofcompoundstestedContainingbiphenylderivativesinrecenty

5、earsbecauseofitshighefficiencystep—downactivitychemistscausedgreatconcernathomeandabroadTheyaregenerallypartofthenitrogen—containingheterocyclicringandthebiphenylcomponents，theformerismuchmorevaried，whilethelatterisrelat

6、ivelystableIftheintroductionofbiphenylringcontaining13，4一oxadiazole2thionemoleculeisexpectedtoachieveitsbiologicalactivityandbroadentheantibacterialspectrumsuperpositionInviewofthis，thepaperdesignandsynthesisofseveralnew

7、heterocycliccompoundsbiphenyl，andtheirstructureswereconfirmedby1HNMR，IR，massspectraandelementalanalysisAhighlyefficient2stepsynthesisoftheSartanbiphenylwasdevelopedbyLosartanexperiment，68％oftotalyieldThemostimportantfeat

8、uresarethefollowing：(1)usingMnCl2asacatalystforcross—couplingreaction，haveavoidtheuseofthepalladiumcatalystandreducedthecostgreatly；(2)inthepresenceofMnCl2，Grignardreagentscaneasyreactwitharylchlorideswhichhasanelectronw

9、ithdrawingactivatinggroup(CN，CH=NR，oxazoline)，andcaneffectivelyprotectCNgroup；(3)Thepossibleoriginsofby—productwerediscussed，andthereactionconditionwereoptimized；(4)thepurifiedprocessoftheproductshasbeenimproved，andwedes

10、cribeastepbystepcrystallizationofthepurificationprocessThisprocesstoavoidexpensivechromatographicpurificationandvacuumdistillationKeywords：Pernuoroalkyl；l，3，4一Oxadiazole2一thione；MnCl2；Sartanbiphenyl；Activity；SynthesisIII