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One‐Step and Mild Synthesis of Antibacterial 3‐(1,3,4‐Oxadiazol‐2‐yl)isoindolin‐1‐ones via Ugi Four‐Component Domino Dicyclization
Asian Journal of Organic Chemistry ( IF 2.7 ) Pub Date : 2024-04-23 , DOI: 10.1002/ajoc.202400036
Mei Sun 1 , Chong-Yang Zeng 2 , En-Shen Zhang 2 , Qiang Zhang 2 , Kai Chen 2 , Yu-Gu Xu 2 , Mei-Xia Fan 2 , Meng-Ru He 2 , Jing-Hui Shi 2 , Ming-Wu Ding 3
Affiliation  

A novel and efficient Ugi four‐component domino dicyclization strategy has been developed for one‐step constructing diverse 3‐(1,3,4‐oxadiazol‐2‐yl)isoindolin‐1‐ones in good yields under without other additives. This domino dicyclization process underwent three consecutive reactions including Ugi, aza‐Wittig and N‐acylation by utilizing (N‐isocyanimine)triphenylphosphorane, methyl 2‐formylbenzoate, primary amines, and carboxylic acids. The initial biological activity testing revealed that compound 5i exhibited good antibacterial activity against certain fungi and demonstrated versatile applications in the fields of synthesis and pesticide chemistry.

中文翻译:

Ugi四组分多米诺二环化一步温和合成抗菌3-(1,3,4-恶二唑-2-基)异吲哚啉-1-酮

我们开发了一种新颖有效的 Ugi 四组分多米诺二环化策略,可在不使用其他添加剂的情况下以良好的产率一步构建多种 3-(1,3,4-恶二唑-2-基)异吲哚啉-1-酮。该多米诺二环化过程经历了三个连续反应,包括 Ugi、aza-Wittig 和利用 (N-异氰胺)三苯基正膦、2-甲酰基苯甲酸甲酯、伯胺和羧酸的 N-酰化反应。初步的生物活性测试表明,化合物5i对某些真菌表现出良好的抗菌活性,并在合成和农药化学领域表现出广泛的应用。
更新日期:2024-04-23
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