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| 研究生： |
鄭琳潔 Cheng, Lin-Chieh |
|---|---|
| 論文名稱： |
銅金屬催化胺、炔、醛氧化環化反應 以合成喹啉鹽類 Cu-Catalyzed Aerobic Oxidation in the Synthesis of Quinolinium Salts from Secondary Amines, Alkynes, Formaldehyde and Acid |
| 指導教授： |
鄭建鴻
Cheng, Chien-Hong |
| 口試委員: |
蔡易州
Tsai, Yi-Chou 謝仁傑 Hsieh, Jen Chieh |
| 學位類別： |
碩士 Master |
| 系所名稱： |
理學院 - 化學系 Department of Chemistry |
| 論文出版年： | 2018 |
| 畢業學年度： | 106 |
| 語文別： | 中文 |
| 論文頁數： | 112 |
| 中文關鍵詞： | 喹啉鹽 、芳香基喹啉鹽 、A3耦合反應 、二級胺 、銅 、氧氣 |
| 外文關鍵詞： | Quinolinium Salts, N-Aryl Quinolinium Salts, A3-Coupling Reaction, Secondary Amine, Copper, Aerobic Oxidation |
| 相關次數： | 點閱：3 下載：0 |
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含氮雜環銨鹽可見於自然物與生物活性分子的骨架中，其生物應用的潛力，使得如何有效合成這類化合物成為有趣而重要的課題。本篇研究使用醛、二級胺、炔及酸作為反應起始物，在銅金屬的催化下，合成喹啉鹽類衍生物。反應利用酸誘導生成N,N-雙取代亞胺離子，炔化合物接著進行親核加成反應後氧化生成喹啉鹽。本合成方法條件溫和，反應於室溫進行一小時即可得到高產率之產物。
Substituted heterocyclic nitrogen salts are versatile building blocks for a number of natural products and bioactive motifs. Herein, we report a novel and convenient process to synthesize quinolinium salt derivatives by Cu-catalyzed aerobic oxidative coupling of secondary amine, alkyne and formaldehyde. The reaction proceeds via acid induced N,N-disubstituted iminium ion formation followed by nucleophilic addition of alkyne, annulation, and copper-promoted oxidation. This method features an economical catalyst, one pot process, ambient reaction temperature and short reaction time.
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