藉由三氟甲基磺酸銀催化合成β-酮醯胺

A Facile Entry to Synthesis β-Ketoamides from β-Enaminoesters Catalysed by Silver (I) Triflate

蕭呈恬(Cheng-Tien Hsiao)

指導教授 ： 王志鉦

高雄醫學大學/生命科學院/醫藥暨應用化學研究所/碩士(2014年)

摘要

本研究描述藉由一價銀做為催化劑，以溫和且有效率的途徑由β-脫氫胺基酸酯(β-enaminoesters)合成β-酮醯胺(β-ketoamides)，此方式首次被發現，適用於多種官能基且產率良好。透過交叉試驗探討發現，此反應過程經由新的反應途徑，而非傳統的方式由苯甲醯乙酸乙酯（ethyl benzoylacetate）及苯胺（aniline）反應獲得。此反應發生碳—氧以及碳—氮鍵的生成並獲得產物。且在以公克為單位下進行此反應，仍能順利獲得產物並有不錯之產率。

關鍵字

β-酮醯胺 ； 三氟甲基磺酸銀

並列摘要

A facile and efficient approach to synthesis β-ketoamides from β-enaminoesters via Ag(I) catalysis is described. A first catalytic protocol has been developed with broad substrate scope in good to excellent yields. The cross over experimentssuggested that the reaction underwent a new pathway and not through the traditional condensation intermediates ethyl benzoylacetateand aniline. In this reaction the C-O and C-N bond formations were undergone to give the desired compound. A gram scale synthesis was successfully demonstrated with the optimized reaction conditions.

並列關鍵字

β-Ketoamides ； Silver (I) Triflate

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