研究生: |
范宇琇 Yu-Shiou, Fan |
---|---|
論文名稱: |
經由分子內 Wittig 反應合成三取代噁唑化合物及高官能基苯并呋喃化合物 Synthesis of Trisubstituted Oxazoles or Highly Functional Benzofurans via Intramolecular Wittig Reaction |
指導教授: |
林文偉
Lin, Wen-Wei |
學位類別: |
碩士 Master |
系所名稱: |
化學系 Department of Chemistry |
論文出版年: | 2014 |
畢業學年度: | 102 |
語文別: | 中文 |
論文頁數: | 34 |
中文關鍵詞: | 噁唑 、Wittig反應 |
英文關鍵詞: | oxazole, Wittig reaction |
論文種類: | 學術論文 |
相關次數: | 點閱:976 下載:0 |
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噁唑衍生物在有機合成中為重要的研究領域之一,我們運用本實驗室過去合成多取代呋喃分子的策略,進而有效地合成多取代噁唑分子。我們推測其反應機構為三丁基膦先對亞胺分子進行 Michael 加成反應,接著進行氧-醯化和去質子化,最後經由分子內 Wittig 合環反應,即可得到噁唑產物。
Oxazole derivatives are of great importance in organic chemistry. Based on our success in development of an efficient method to construct the furan ring utilizing an intramolecular Wittig reaction, we reported a facile metal-free approach for the synthesis of trisubstituted oxazoles starting from N-acyl imines, Bu3P, and acyl chlorides in the presence of Et3N. The reaction mechanism is proposed to undergo the Michael addition of PBu3 toward N-acyl imines followed by O-acylation, deprotonation and finally intramolecular Wittig reaction to furnish corresponding oxazoles.
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