研究生: |
張榮賢 Zhang, Rong-Xian |
---|---|
論文名稱: |
壹、以水為媒介透過銅金屬催化2-碘苯甲酸、1,3-茚滿二酮及胺類一鍋化綠色合成茚並異喹啉衍生物
貳、透過2-碘苯磺醯胺及1,3-茚滿二酮衍生物以二價銅金屬催化一鍋化合成茚並磺內醯胺 I、Green Synthesis of Indenoisoquinoline Derivatives via Copper Catalyzed One-Pot Three Components Reaction of 2-Iodobenzoic Acid, 1,3-Indandione and Amine in Aqueous Medium II、Copper(II)-Catalyzed Synthesis of Indenosultam Derivatives via a One-Pot Tandem Reaction of 2-Iodosulphanamide and 1,3-Indandione Derivatives |
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 |
論文出版年: | 2018 |
畢業學年度: | 106 |
語文別: | 中文 |
論文頁數: | 167 |
中文關鍵詞: | 茚並異喹啉 、銅金屬催化 、綠合成 、水相反應 、茚並磺內醯胺 、噻嗪 、一鍋化反應 |
英文關鍵詞: | Indenoisoquinoline, Copper Catalyzed, Green synthesis, Aqueous Medium, Indenosultam, Thiazine, One-pot reaction |
DOI URL: | http://doi.org/10.6345/THE.NTNU.DC.018.2018.B05 |
論文種類: | 學術論文 |
相關次數: | 點閱:110 下載:0 |
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本論文共分為兩個章節,每章節各自獨立,包含前言、研究目標、實驗結果與討論以及結論。
第一章節探討茚並異喹啉的綠色合成方法,以2-碘苯甲酸與茚滿二酮為起始物,在水中以銅金屬催化反應,再加入酸及胺類環化得到茚並異喹啉衍生物,並探討其可能的反應機構途徑。
第二章節為茚並磺內醯胺的合成,以2-碘苯磺醯胺與茚滿二酮為起始物,在乙腈中銅金屬催化反應後,再加入酸環化得到茚並磺內醯胺衍生物。期望能以2-鹵苯磺酸與茚滿二酮為起始物,在反應過程中加入胺類及酸以一鍋化合成茚並磺內醯胺,減少合成步驟並提升原子效益。
The content of the thesis is divided into two chapters, each chapter individually including preface, research goal, results and discussions, and conclusion.
Chapter I discuss about the green synthesis method of indenoisoquinolines. Using 2-iodobenzoic acids and 1,3-indandiones as starting materials, which were transformed into indenoisoquinoline derivatives after adding acid and amines by copper-catalyzed cyclization in water. Then discussing what the possible reaction mechism of this synthesis should go through.
Chapter II is the synthesis of indenosultams. Using 2-iodobenzenesulfonamides and 1,3-indandiones as starting materials , which were transformed into indenosultam derivatives after adding acid by copper-catalyzed cyclization in acetonitrile. We replaced 2-iodobenzenesulfonamides with 2-halobenzenesulfonic acids as starting materials, after coupling with 1,3-indandione in water, the amine derivatives could be inserted and cyclized to afford the desired indenosultams. This one-pot water-mediated synthesis can save synthetic steps and improve atom efficiency.
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