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Mechanosynthesis of Pyrrole-2-carboxylic Acids via Copper-Catalyzed Spiroannulation/Ring-Opening Aromatization of 4-Arylidene Isoxazol-5-ones with Enamino Esters
Organic Letters ( IF 5.2 ) Pub Date : 2024-05-14 , DOI: 10.1021/acs.orglett.4c00829
Ming-Jun Li 1 , Hui-Juan Xiao 1 , Peng Xu 1 , Luan-Ting Wu 1 , Si-Qi Chen 1 , Ze Zhang 1 , Hui Xu 1
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An efficient and practical tandem reaction of 4-arylidene isoxazol-5-ones with enamino esters catalyzed by an inexpensive copper salt has been established in a ball mill. This innovative approach yields a diverse array of structurally novel pyrrole-2-carboxylic acids, showing excellent tolerance toward different functional groups. By integrating spiroannulation and ring-opening aromatization processes, this protocol introduces a facile and cost-effective strategy for synthesizing highly functionalized pyrrole derivatives.

中文翻译:


铜催化 4-亚芳基异恶唑-5-酮与烯胺酯的螺环化/开环芳构化机械合成吡咯-2-羧酸



在球磨机中建立了由廉价铜盐催化的 4-亚芳基异恶唑-5-酮与烯胺酯的高效且实用的串联反应。这种创新方法产生了多种结构新颖的吡咯-2-羧酸,对不同官能团表现出优异的耐受性。通过整合螺环化和开环芳构化过程,该方案引入了一种简便且经济有效的策略来合成高功能化的吡咯衍生物。
更新日期:2024-05-14
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