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| 研究生： |
楊棠皓 Yang, Tang-Hao |
|---|---|
| 論文名稱： |
一、合成α 和 δ 咔吧啉的相位選擇性切換
二、以3-溴苯丙醛與2-胺基吲哚衍生物的去酯基合環反應而進行α咔吧啉的合成 Regioselective switching approach for the synthesis of α and δ carboline derivatives Synthesis of α- carboline via Brønsted acid promoted decarboxylative annulation of 3-bromopropenals and ethyl 2-amino-1H-indole-3-carboxylates |
| 指導教授： |
姚清發
Yao, Ching-Fa |
| 學位類別： |
博士 Doctor |
| 系所名稱： |
化學系 Department of Chemistry |
| 論文出版年： | 2020 |
| 畢業學年度： | 108 |
| 語文別： | 中文 |
| 論文頁數： | 226 |
| 中文關鍵詞： | 咔吧啉 、相位選擇性 、吲哚 、碘 、非金屬 |
| 英文關鍵詞： | carboline, regioselective, indole, iodine, metal-free |
| DOI URL： | http://doi.org/10.6345/NTNU202001379 |
| 論文種類： | 學術論文 |
| 相關次數： | 點閱：111 下載：10 |
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利用吲哚查爾酮肟酯衍生物作為起始物並透過非金屬試劑的方式來合成出α 和 δ 咔吧啉。反應過程為溫和且利用了相位切換方法，而DDQ則作為切換試劑來選擇性合成出α 和 δ 咔吧啉。
透過較穩定的3-溴苯丙醛與2-胺基吲哚衍生物來合成出-carbolin的方法學，具有高取代基容忍度、非金屬試劑、高效率、溫和的反應等等的重要優點。
A metal-free protocol for accessing both α and δ-carboline derivatives, starting from a common indolylchalcone oxime ester precursor is reported. The reaction involves mild conditions and uses a regiodivergent approach. DDQ is used as a switching agent in selectively generating a and d-carboline derivatives in good to moderate yields.
The present methodology described a versatile pathway to furnish -carboline from relatively stable 2-amino indole derivatives and 3-bromopropenal. High substrate tolerance, nonmetallic, more efficient and mild condition reaction are important aspects.
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