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Metallic Ytterbium And Samarium Diiodide Promoted Organic Reaction And Their Applications In Organic Synthesis

Posted on:2004-10-11Degree:MasterType:Thesis
Country:ChinaCandidate:B B YangFull Text:PDF
GTID:2121360092998156Subject:Applied Chemistry
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This dissertation consisted of two chapters. The first one is focused on metallic ytterbium promoted organic reactions and their applications in organic synthesis. The second is focused on samarium diiodide promoted organic reactions and their applications in organic synthesis.In chapter one, at first, we simply outlined some reactions promoted by metallic ytterbium in recent years. And then nucleophilic addition of metallic ytterbium umpoled diaryl ketones to imines and nucleophilic substitution reactions of aminoalkylbenzotriazoles with metallic ytterbium umpoled diaryl ketones were studied respectively, b -amino alcohols were prepared in good yields under mild and neutral conditions. A novel cyclodimerization of arylmethylidenemalononitriles and arylmethylenecyanoacetates promoted by metallic ytterbium was also investigated and highly functionalized cyclopentene derivatives were obtained.In chapter two, firstly, some reactions promoted by samarium diiodide in recent years were simply outlined. The cross coupling of chloromethylbenzotriazole and isocyanates promoted by samarium diiodide was then studied and N-substituted-2-(benzotriazol-l-yl)acetamides were firstly obtained in good yields under very mild and neutral conditions. In addition, we also found that oazidobenzeamides and o-azidobenzenesulfonamides could be reduced by samarium diiodide to produce the active intermediates, which reacted readily with aldehydes and ketones to give 2, 3-dihydro-2-aryl-4(lH)-quinazolinones and 3,4-dihydro-(2H)-1, 2, 4-benzothiadiazine-1,1 -dioxides respectively in high yields.The remarkable advantages of the above mentioned reactions are mild, neutral and simple operation, good yields and atom economy. It also meets the demand of green chemistry to the organic reactions.
Keywords/Search Tags:Applications
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