研究生: |
王界傑 |
---|---|
論文名稱: |
利用Baylis-Hillman反應產物製備類化合物以及利用自由基反應製備乙烯硫化物 |
指導教授: | 姚清發 |
學位類別: |
碩士 Master |
系所名稱: |
化學系 Department of Chemistry |
論文出版年: | 2005 |
畢業學年度: | 93 |
語文別: | 中文 |
論文頁數: | 141 |
中文關鍵詞: | Baylis-Hillman反應 、化合物 、乙烯硫化物 、自由基反應 |
論文種類: | 學術論文 |
相關次數: | 點閱:147 下載:0 |
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苯甲醛可與甲基乙烯酮、2-環己烯酮進行一系列的Baylis-Hillman反應得到同時具有酮基與羰基的產物,再將產物與hydroxyamine反應將酮基轉換成類化合物,之後利用本實驗所發現的POCl3進行分子內脫水合環得到一系列的異(Isoxazole)、(oxazole)的產物。有別於利用1,3-dipolar的方法,利用POCl3進行分子內合環產率更高、效率更快。異Isoxazole、oxazole在藥物化學與生物化學上皆有其重要的研究價值。
本實驗發展出以(E)-β-硝基苯乙烯為起始物,以硫自由基進行自由基加成反應後,再行脫去二氧化氮的自由基反應,便得到乙烯硫化物。我們先將AIBN與硫醇化合物溶在苯中迴流1-2分鐘,再慢慢地滴加(E)-β-硝基苯乙烯,繼續迴流12小時後,就可以得到高位置選擇性與立體選擇性的乙烯硫化物。
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