研究生: |
莊勝絜 Chuang, Sheng-Cheh |
---|---|
論文名稱: |
銠金屬催化碳-氫鍵活化反應於異喹啉衍生物之合成研究 Rhodium-Catalyzed C-H Bond Activation and the Application to the Synthesis of Isoquinoline Derivatives from Hydrazones and Alkynes |
指導教授: |
鄭建鴻
Cheng, Chien-Hong |
口試委員: |
廖文峯
李漢文 |
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: | 2013 |
畢業學年度: | 101 |
語文別: | 中文 |
論文頁數: | 136 |
中文關鍵詞: | 銠金屬催化 、碳-氫鍵活化 、異喹啉衍生物 |
相關次數: | 點閱:2 下載:0 |
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異喹啉衍生物可以廣泛被應用於合成藥物、天然物以及有機發光二極體之材料上,因此,如何以簡便的方式合成異喹啉衍生物是一門很重要的學問。本篇論文提供一系列簡便的銠金屬催化碳-氫鍵活化合環方法,利用苯腙化合物為起始物,與炔類進行反應,在一當量醋酸、20 mol % 氧化銀與銠金屬催化下,成功合成出一號、三號與四號碳上具有不同官能基的異喹啉衍生物。在反應過程中,我們觀察到以不同的芳香基與長碳鏈取代基之炔類與苯腙化合物進行反應,大部分的產物均有良好的產率與位置選擇性。
Highly substituted isoquinolines are an important class of heterocycles and are found in many naturally occurring compounds, and they are broadly used industrially in dyes, paints, OLEDs, and drugs synthesis. So the synthesis of isoquinolines is an important issue recently. Herein, We describe a convenient and highly regioselective synthesis of substituted isoquinoline derivatives from C-N and C-C crosscoupling between hydrazones and alkynes using a catalytic amount of [RhCp*Cl2]2 , acetic acid (AcOH) and silver oxide (Ag2O) in the presence of methanol, a process that involves ortho-C-H activation of hydrazones and alkynes, and a likely mechanism has been suggested.
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