Please use this identifier to cite or link to this item: http://hdl.handle.net/11455/96255
標題: 1.Highly para-Selective C-H Thioetherification 2.TBHP-Promoted Synthesis of Vinyl Sulfides from Aryl Alkynoates with Disulfides
1.高選擇性對位硫醚化反應 2.過氧化叔丁醇促進芳香基炔酯與二硫化物生成乙烯基硫化物
作者: Wei-Chieh Hsu
許惟傑
關鍵字: 催化反應;碳-硫鍵;硫醚化合物;自由基反應;過氧化物;catalyzed reaction;C-S bond;thiother;radical reaction;peroxide
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摘要: 
In the first part of this thesis, we report the synthesis of thioether with highly regioselectivity. The reaction proceeded through iron-catalyzed para-selective bromination followed by copper/oxalic diamide-catalyzed C-S bond cross-coupling reaction, 24 examples were reported up to 91% yield.
In the second part of this thesis, a tandem oxidative reaction of alkynoates with aryl disulfides for the synthesis of vinyl sulfides via radical process has been described. The reaction proceeds through arylthiolation of a C-C triple bond, 1,4-aryl migration, and decarboxylation under metal-free conditions. This process demonstrates a multistep radical cascade reaction and also represents a strategy of direct decarboxylation of esters.

在本論文中的第一部分,我們以鐵金屬做為催化劑使苯甲醚對位上的碳-氫鍵形成碳-溴鍵,再透過碘化亞銅搭配草醯二胺配體的幫助下,催化碳-硫鍵的生成,取得高選擇性對位取代的硫醚化合物。總共有24個例子,產率最高可達91%。
第二部分我們使用芳香基炔酯與芳香基二硫化物,透過自由基反應形成乙烯基硫化物。在無金屬催化的條件下,經由碳-碳三鍵硫醚化、1,4-芳香基遷移和脫羧反應,以得到目標物。在反應過程中展示出多步驟的自由基串聯反應,也表示出一種將酯類直接進行脫羧反應的新策略。
URI: http://hdl.handle.net/11455/96255
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