微波輔助鈀催化C-H鍵活化用于新型雜環(huán)化合物的合成.pdf

1、浙江大學理學院碩士學位論文微波輔助鈀催化CH鍵活化用于新型雜環(huán)化合物的合成姓名：聶亮申請學位級別：碩士專業(yè)：化學指導教師：戴偉民吳金龍20070501浙江大學化學系碩士畢業(yè)論文AbstractMicrowaveassistedorganicsynthesis(MAOS)isrecognizedasahighlyefficientsynthetictechnologyforpreparationoforganiccompounds(com

2、poundlibraries)inrecentyears，andithasbeenusedinmanyfieldsofchemistryandinterdisciplinaryresearchincludingpharmaceuticalindustryFordrugdiscoveryresearchaccesstoavarietyofheteroeyclecontainingmoleculesiscrucialThisthesisfo

3、cusesondesignandsynthesisofanovelclassoftetracyclicscaffoldbyfusionofphenanthridinewimmorpholineringsystemsThekeyreactionisallannulationviaPdcatalyzedCHactivationundercontrolledmicrowaveheating，providing23dihydro一3oxo5H[

4、1，4]oxazino[2，3，4mn]phenanthridinederivativesinexcellentyieldsThefirstchaptergivesabriefintroductiontomicrowavechemistryfollowedbyselectedsynthesisof34dihydro一3oxo2HI，4benzoxazinesfrom2aminophenoisand2nitrophenols，andrec

5、entprogressinCHactivationanditsapplicationinnaturalproductsynthesisChapter2isthemainpartofthethesis，describingtheresultsofthethreestepsynthesisofthetetracyclicscaffoldStartingfrom2aminophenols，reductiveNalkylationwith2br

6、omobenzaldehydeaffordedN佗bromohenzyl)2aminophenolsThelatterunderwentaonepotannulationwith2bromoalkanoatesundermicrowaveirradiationtofurnishN(2bromobenzyl)3，4一dihydro一3oxo2H1，4benzoxazinesFinallyinthepresenceofPd(OAc)zdpp

7、fandK2COj，N(2bromobenzyl)3。4dihydro3oxo2HI，4benzoxazinesWassubjectedtocHactivationannulationat150“12inPhMewithcontrolledmicrowaveheatingtoformthedesiredproductsSelectedcompoundswithsubstituentsatC2andC1012havebeensynthes

8、izedinexcellentyeildsExperimentaldetails，compoundcharacterizationandcitedreferencesarefoundattheendofthesisOverall，thisthesisworkprovidesathreestepsynthesisofanovelN，0一containingtetracycliescaffold，whichmaybeusefulforpha