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研究生: 林懏濝
論文名稱: 利用碘催化以及一鍋到底的方法合成具有生物活性的分子片段
指導教授: 姚清發
學位類別: 博士
Doctor
系所名稱: 化學系
Department of Chemistry
論文出版年: 2006
畢業學年度: 94
語文別: 英文
論文頁數: 364
中文關鍵詞: 催化一鍋合成
論文種類: 學術論文
相關次數: 點閱:187下載:0
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  • 第一部份 中文摘要
    在室溫下,利用碘(iodine)催化indole和pyrrol對nitroolefins進行Michael加成進而得到indolyl nitroalkane 5 和 pyrrolyl nitroalkane 7。相較於已知的路易士酸或貴重金屬當催化劑來說,此方法具有反應時間短及高產率的優點。

    第二部份 中文摘要
    在無溶劑的條件之下,利用碘 (iodine) 及2,4,6-trichloro﹝1,3,5﹞triazine (TCT) 加速醛 (aldehyde) 或酮 (ketone)、苯胺(aniline) 和亞磷酸三乙酯 (triethylphosphite)合成-胺基磷酸鹽類(-amino phosphonate),此反應可在室溫或是60 oC條件下,以一鍋的方式進行反應得到高產率的產物。

    第三部份 中文摘要
    在室溫下,利用碘(iodine)催化醛、苯胺和acetylcyclohenxene以具有選擇性的特性,一鍋合成trans-endo-decahydroquinolin-4-one;此方法具有易操作、反應時間短、高產率、單一產物已及溫和的反應條件的優點。

    第四部份 中文摘要
    利用碘(iodine)催化醛和2-hydroxyacetophenone一鍋合成flavanone,此方法具有易操作、高產率、單一產物以及適用於各種官能基的優點。

    第五部份 中文摘要
    3-Amino chromans的衍生物在神經生物學及藥物學上,扮演極重要的腳色,因此發展有效率的合成方法為當務之急。我們利用salicylaldehyde 1 和nitromethane 經由 Knovenagel 反應路徑,接著走Michael 加成及aldol 的反應機構,在一鍋的條件下,合成出3-amino chromans的衍生物。

    Part 1. I2-Catalyzed Michael Addition of Indole and Pyrrole to Nitroolefins 1 English Abstract 2 Chinese Abstract 3 Introduction 4 Result and Discussion 6 Conclusion 15 Experimental Section 16 General 16 Material 16 Procedure and NMR data 17 Reference 27 Spectrum Data and X-Ray Data 33 Part 2. Nonmetal Catalysts of Iodine and TCT Promote the One-pot Synthesis of Amino Phosphonates from Aldehydes or Ketones, Aniline, and Triethylphosphite Under Solvent Free Conditions 87 English Abstract 88 Chinese Abstract 89 Introduction 90 Result and Discussion 93 Conclusion 101 Experimental Section 102 General 102 Material 102 Procedure and NMR data 103 Reference 118 Spectrum Data and X-Ray Data 124 Part 3. Stereoselective of Three-component Synthesis of trans-endo-decahydroquinolin-4-one Derivatives from Aldehydes, Aniline and Acetylcyclohexene 161 English Abstract 162 Chinese Abstract 163 Introduction 164 Result and Discussion 167 Conclusion 173 Experimental Section 174 General 174 Material 174 Procedure and NMR data 174 Reference 183 Spectrum Data and X-Ray Data 187 Part 4. One-Pot Synthesis of a Flavanone, Giving a Single Product in High Yield 291 English Abstract 292 Chinese Abstract 293 Introduction 294 Result and Discussion 296 Conclusion 303 Experimental Section 303 General 303 Material 304 Procedure and NMR data 304 Reference 309 Spectrum Data and X-Ray Data 315 Part 5. One-Pot Synthesis of 3-Nitrochroman 343 English Abstract 344 Chinese Abstract 345 Introduction 346 Result and Discussion 349 Conclusion 355 Experimental Section 355 General 355 Material 356 Procedure and NMR data 356 Reference 360 Spectrum Data and X-Ray Data 364

    part 1 Reference

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