研究生: |
陳筱鳳 |
---|---|
論文名稱: |
金(I)催化1-芳香基-2-(3-芳香基丙炔基)環己-2-烯-1-醇的分子內環化反應:四氫苯并[b]呋喃衍生物的合成 Gold(I)-Catalyzed Intramolecular Cyclization of 1-Aryl-2-(3-arylpropargyl)cyclohex-2-en-1-ols: Synthesis of Tetrahydrobenzo[b]furan Derivatives |
指導教授: |
葉名倉
Yeh, Ming-Chang |
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: | 136 |
中文關鍵詞: | 苯并[b]呋喃 、金催化 、雜環 、三級醇 |
英文關鍵詞: | benzo[b]furan, gold catalyzed, heterocycle, tertiary alcohol |
論文種類: | 學術論文 |
相關次數: | 點閱:481 下載:2 |
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本文探討以氯化三苯基膦金 ( Ph3PAuCl ) 和三氟甲磺酸銀 ( AgOTf ) 共催化2號位帶炔基支鏈的六員環三級烯醇化合物進行分子內環化反應。
1-芳香基-2-(3-芳香基丙炔基)環己-2-烯-1-醇與催化量的氯化三苯基膦金和三氟甲磺酸銀,在氮氣、室溫的條件下,行分子內環化反應,數分鐘內即可得四氫苯并[b]呋喃衍生物。
此反應亦可應用在三級醇上帶長鏈烷基及長鏈炔基質,得到一系列在2號位或4號位具不同烴取代的四氫苯并[b]呋喃衍生物。
The thesis discusses chloro(triphenylphosphine)gold(I) (Ph3PAuCl) and silver trifluoromethanesulfonate (AgOTf) cocatalyzed intramolecular cycloisomerization of 1-arylcyclohex-2-en-1-ols bearing an alkynylalkyl tether at the C-2 position of the ring.
Treatment of 1-aryl-2-(3-arylpropargyl)cyclohex-2-en-1-ols with a catalytic amount of Ph3PAuCl/AgOTf at room temperature under nitrogen in minutes provided tetrahydrobenzo[b]furan derivatives in good yields.
This reaction can be expanded to an alkyl substitution at the tertiary carbinol carbon and the terminal alkyne, leading to 2 or 4-alkylsubstituted tetrahydrobenzo[b]furan derivatives.
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