Please use this identifier to cite or link to this item: http://hdl.handle.net/11455/16396
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dc.contributor.advisor陳耀鐘zh_TW
dc.contributor.advisorYao-Jung Chenen_US
dc.contributor.author林哲毅zh_TW
dc.contributor.authorLin, Zhe-Yien_US
dc.contributor.other中興大學zh_TW
dc.date2010zh_TW
dc.date.accessioned2014-06-06T06:55:21Z-
dc.date.available2014-06-06T06:55:21Z-
dc.identifier.urihttp://hdl.handle.net/11455/16396-
dc.description.abstract二,三雙取代的苯駢[b]&;#22139;吩經由末端炔類與二-碘硫代苯甲醚透過鈀催化與親電性環合反應,可以得到良好的產率是已經被報導出來的。 我們發展一個新的合成路徑,利用三步一鍋化反應得到苯駢[b]&;#22139;吩的衍生物,在不需要配位基與鈀金屬,只用氯化銅當催化劑與環合試劑,不中止反應下,成功的得到良好的產率。zh_TW
dc.description.abstractIt has been known that 2,3-disubstituted benzo[b]thiophenes have been prepared in excellent yields via coupling of terminal alkynes with commercially available o-iodothioanisole in the presence of a palladium catalyst and subsequent electrophilic cyclization of the resulting o-(1-alkynyl)thioanisole derivatives. We have developed a new synthetic method that by using copper choride-mediated cascade reactions of Csp2-Csp coupling, intramolecular cyclization, and Csp2-S coupling without using palladium catalyst and any ligand for one-pot three-step syntheses of 2,3-disubstituted benzo[b]thiophenes.en_US
dc.description.tableofcontents摘要...............................................................................................................i 英文摘要......................................................................................................ii 目錄.............................................................................................................iii 第壹章. 緒論 ............................................................................................1 一. 何謂過度金屬催化交互偶合(cross-coupling)反應?......................2 二. 鈀金屬催化偶合反應的介紹..........................................................3 三. 銅金屬催化偶合反應的介紹 ........................................................7 1. 傳統的銅催化交互偶合反應..................................................7 2. 銅金屬催化碳-碳三鍵交互偶合反應的配位基(Ligand)介紹............................................................................................8 I. Copper-complexes..........................................................11 II. N,N-Chelators................................................................12 III. N,O-Chelators................................................................13 IV. O,O-Chelators................................................................14 四. 苯駢[b]噻吩的介紹.......................................................................15 I. 苯駢[b]噻吩的合成方法................................................15 II. 苯駢[b]噻吩的應用........................................................22 第貳章. 研究目的....................................................................................24 第參章. 實驗結果與討論........................................................................26 C-C三鍵偶合反應 一、背景..............................................................................................26 二、尋找最佳化條件..........................................................................28 1. 氯化銅與配位基比例的影響...............................................28 2. 銅種類對於反應的影響.......................................................30 3. 溶劑對於反應的影響...........................................................31 4. 鹼對於反應的影響...............................................................33 5. 親核基與親電子基之比例對於反應的影響.......................34 6. 溫度對於反應的影響...........................................................35 7. 時間對於反應的影響...........................................................36 8. 探究鹵素芳香族及末端炔之交互偶合反應.......................37 兩步一鍋化分子內環合反應 一、背景..............................................................................................43 二、尋找最佳化條件..........................................................................45 9. 針對環合反應氯化銅的量對於反應的影響.......................45 10. 碘化鉀的量對於反應的影響...............................................46 11. 乙腈的量對反應的影響.......................................................47 12. 反應時間對反應的影響.......................................................48 13. 反應溫度對反應的影響.......................................................49 14. 探究不同炔類的環合反應...................................................50 三步一鍋化反應的應用 一、背景..............................................................................................53 15. 探究不同硫醇的偶合反應...................................................55 第肆章. 結論與展望................................................................................59 第伍章. 實驗步驟與光譜資料................................................................60 第陸章. 儀器設備及試劑........................................................................86 第柒章. 參考文獻....................................................................................88 第捌章. NMR光譜資料..........................................................................93 圖表目次 C-C鍵交互偶和反應 Table 1、氯化銅與配位基比例的影響................................................... 28 Table 2、銅種類對於反應的影響............................................................30 Table 3、溶劑對於反應的影響................................................................31 Table 4、鹼對於反應的影響....................................................................33 Table 5、親核基與親電子基之比例對於反應的影響............................34 Table 6、溫度對於反應的影響................................................................35 Table 7、時間對於反應的影響................................................................36 Table 8、探究鹵素芳香族及末端炔之交互偶合反應............................37 兩步一鍋化分子內環合反應 Table 9、針對環合反應氯化銅的量對於反應的影響............................45 Table 10、碘化鉀的量對於反應的影響..................................................46 Table 11、乙睛的量對反應的影響..........................................................47 Table 12、反應時間對反應的影響..........................................................48 Table 13、反應溫度對反應的影響..........................................................49 Table 14、探究不同炔類的環合反應......................................................50 三步一鍋化反應的應用 Table 15、探究不同硫醇的偶合反應......................................................57zh_TW
dc.language.isozh_TWzh_TW
dc.publisher化學系所zh_TW
dc.subjectbenzo[b]thiopheneen_US
dc.title利用簡單的氯化銅系統進行碳-碳三鍵偶合反應、環合反應及碳-硫偶合反應以完成一鍋合成苯駢[b]&;#22139;吩衍生物之研究zh_TW
dc.titleThe study in cascade reactions of Csp2-Csp cross-coupling(Sonogashira-type reaction)、cyclization and Csp2-S cross-coupling(Ullmann-type reaction) for one-pot three-step synthesis of benzo[b]thiophene derivatives using a simple copper-chloride system.zh_TW
dc.typeThesis and Dissertationzh_TW
item.openairetypeThesis and Dissertation-
item.fulltextno fulltext-
item.cerifentitytypePublications-
item.grantfulltextnone-
item.openairecristypehttp://purl.org/coar/resource_type/c_18cf-
item.languageiso639-1zh_TW-
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