Please use this identifier to cite or link to this item: http://hdl.handle.net/11455/90662
標題: 1. Microwave-Assisted Efficient Synthesis of Aryl Chalcogenides Through C-H Functionalization of Arenes 2. N-Chlorosuccinimide-Promoted Synthesis of Thiophosphates from Thiols and Phosphonates Under Mild Conditions
1.利用微波促進芳烴碳的碳-氫鍵功能化有效合成 芳香基硫屬醚類化合物 2.在溫和條件下 N-氯代琥珀醯亞胺促進硫醇與 磷酸酯合成硫代磷酸酯
作者: 劉亦宸
Yi-Chen Liu
關鍵字: no
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摘要: In the first part of this thesis, microwave-assisted iridium-catalyzed meta C-H borylation followed by copper-promoted C-S or C-Se bond coupling reactions in one-pot was reported. This approach enables the syntheses of aryl thioethers and selenides in short reaction times (2.5 h). The system shows good functional group compatability, as chloro, trifluoromethyl, fluoro and pyridine groups are tolerated by the reaction conditions. Both aryl- and alkyl thiols were coupled smoothly to give the products with excellent regioselectivity at meta position. In the second part of this thesis, a very simple N-chlorosuccinimide-promoted synthesis of thiophosphates through the coupling of thiols and phosphonates is reported. Notably, the reactions were carried out in the absence of base. This system shows good functional group tolerance. Both aryl- and alkyl thiols were coupled smoothly with a broad spectrum of phosphonates to afford the corresponding thiophosphates in good to excellent yields.
本論文的第一部分利用微波促進一鍋化銥金屬做為催化劑造成 1,3雙取代芳香環進行間位的碳-氫鍵形成碳-硼鍵,接著在銅的幫助下, 進行碳-硫及碳-硒鍵的形成,此方法反應時間只需2.5小時。系統的官 能基容忍性非常廣泛,色括氯基、三氟甲基、氟基、?啶基團皆可適 用在此反應條件。芳香基硫醇和烷基硫醇都可順利的進行交互耦合反 應並且得到高位置選擇性的化合物。論文的第二部份,我們發展出一個簡便的方法,將硫醇與磷酸酯在N-氯代琥珀醯亞胺的幫助下成功合成硫代磷酸酯。值得注意的是, 此系統不需要加入任何的鹼,並且官能基容忍度極高。芳香基硫醇和 烷基硫醇都能順利進行反應,且都有不錯的產率。
URI: http://hdl.handle.net/11455/90662
文章公開時間: 10000-01-01
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