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| 研究生： |
林育玫 Lin, Yu Mei |
|---|---|
| 論文名稱： |
B-硝基化合物和格里納試劑反應之探討 The reaction of the B-nitrostyrene and Grignard reagents |
| 指導教授： |
姚清發
Yao, Ching-Fa |
| 學位類別： |
碩士 Master |
| 系所名稱： |
化學系 Department of Chemistry |
| 畢業學年度： | 84 |
| 語文別： | 中文 |
| 論文頁數： | 119 |
| 中文關鍵詞： | B-硝基化合物 、格里納試劑 |
| 英文關鍵詞： | nitroalkane, B-nitroalkene, hydroximoyl halide, 1,3-dipolar |
| 論文種類： | 學術論文 |
| 相關次數： | 點閱：379 下載：0 |
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β-nitrostyrene 及其相關雜環化合物可和格里納試劑於低溫下反應生
成1,4-加成體,若將此1,4-加成體加入冰浴的稀鹽酸水溶液中則產生
nitroalkanes。倘加入冰浴濃硫酸水溶液則生成carboxyic acids。但如
果使用冰浴濃鹵酸水溶液則可產生hydroximoylhalides。Hyroximoyl
halides可轉變成nitrile oxides,與不飽和之烯類化合物進行1,4-加成反
應在合成上應用廣泛。
Reactions of β-nitrostyrene and Grignard Reagents gave
1,4-adducts(nitronates) at -20 ℃.Futher manipulation of the
nitronate were demostrated as follows:(1) treatment of the
nitronates with 0 ℃ 5% HCl(aq) generated nitroalkanes. (2)
tretment of the nitronates with 0 ℃ 85% H2SO4(aq)generated
caboxylic acids. (3) tretment of the nitronates with 0℃ conc.
HX(aq) generated hydroximoyl halides. Hydroximoyl halides could
convert to nitrile oxide in the presence of base such as
triethyl amine, followed by 1,3-dipolar cycloaddition with
alkenes or alkynes to give 2-isoxazolines or isoxazoles.
Reactions of β-nitrostyrene and Grignard Reagents gave
