臺灣博碩士論文加值系統

第一部分：
利用鹼催化四羥基香豆素、兩分子丙酮及胺類進行假四組成反應合
成哌喃[2,3-c]香豆素衍生物，並探討其反應機構及光致變色性質，
此反應還能進一步延伸，合成香豆素取代的哌喃[2,3-c]香豆素衍生
物，使用兩分子四羥基香豆素及兩分子丙酮透過鹼催化進行假四組
成反應。
第二部分：
透過三乙基胺催化四羥基香豆素、β-硝基苯乙烯及苯胺在甲苯中進
行一鍋化多組成反應，合成(E)-3-(苯基(苯胺)亞甲基)(口克)唍-2,4-二酮，
並探討其壓致變色性質。

Part I :
We proposed a base-catalyzed multicomponent reaction of 4-
hydroxycoumarin, two molecules of acetone, and amine to synthesis
pyrano[2,3-c]coumarins. The mechanism of this reaction is proposed.
Moreover, the reaction can be extended to the preparation of
coumarin-substituted pyrano[2,3-c]coumarins by a base-catalyzed
pseudo four-component reaction of two molecules of 4-
hydroxycoumarin and two molecules of acetone.
Part II :
An efficient synthesis of N-aryl-β-enaminones via Et3N-mediated, onepot
three-component reaction of 4-hydroxycoumarins , β-nitrostyrenes,
and arylamines in toluene under refluxed conditions is reported. Some
prepared compounds were found to exhibit piezochromic properties.

目錄
摘要 ........................................................................ I
Abstract ................................................................... II
目錄 ...................................................................... III
圖表目錄 ..................................................................... V
圖譜目錄 ................................................................... VII
第一部分：多組成合成哌喃[2,3-c]香豆素衍生物
第一章 緒論 .................................................................. 2
1.1 綠色化學（Green Chemistry） .............................................. 2
1.2 多組成反應（Multicomponent reactions, MCRs） ....................... 4
1.3 光致變色（Photochromism） ................................................ 7
第二章 研究動機 ............................................................. 11
第三章 結果與討論 ........................................................... 13
第四章 結論 ................................................................. 20
第五章 實驗部分 ............................................................. 21
5.1 儀器設備及試藥來源 ...................................................... 21
5.2 化合物合成 .............................................................. 21
第六章 參考文獻 ............................................................. 31
第七章 圖譜資料 ..............................................................32

第二部分：多組成合成(E)-3-(苯基(苯胺)亞甲基) 唍-2,4-二酮並探討
其壓致變色性質
第一章 緒論 ································································71
1.1 β-烯胺酮（β-Enaminones） ·········································71
1.2 壓致變色（Pizeochromism） ·······································73
第二章 研究動機 ··························································79
第三章 結果與討論 ·······················································81
第四章 結論 ································································87
第五章 實驗部分 ··························································88
5.1 儀器設備及試藥來源 ·················································88
5.2 化合物合成 ·····························································88
第六章 參考文獻 ··························································95
第七章 圖譜資料 ··························································97

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