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A Novel and Efficient Isocyanide-Catalyzed Addition Reaction of Enaminones to Isatin Derivatives for Oxindoles Synthesis
Polycyclic Aromatic Compounds ( IF 2.4 ) Pub Date : 2020-05-25 , DOI: 10.1080/10406638.2020.1768566
Elham Ali 1 , Mohammad Reza Naimi-Jamal 1 , Zahra Rashid 2 , Ramin Ghahremanzadeh 2
Affiliation  

Abstract

A mild, efficient and novel pseudo three-component condensation reaction approach has been designed for straightforward synthesis of 3,3-bis-substitued-2-oxindole derivatives. The products were prepared through one-pot and pseudo three-component condensation reactions of anilinolactones, isatin derivatives, and cyclohexyl isocyanide in acetonitrile solvent. The key features of this approach include using cyclohexyl isocyanide, which unpredictably has not participated in the condensation reaction and instead of that, plays a fascinating catalytic role. The 3,3-bis-substitued-2-oxindoles have been afforded in excellent isolated yields, with high purity, straightforward work-up procedure and short reaction times.



中文翻译:

异氰化物催化烯胺酮与靛红衍生物的新型高效加成反应合成羟吲哚

摘要

已经设计了一种温和、高效和新颖的假三组分缩合反应方法,用于直接合成 3,3'--取代-2-羟吲哚衍生物。产物通过苯胺内酯、靛红衍生物和环己基异氰化物在乙腈溶剂中的一锅法和拟三组分缩合反应制备。这种方法的主要特点包括使用环己基异氰化物,它出人意料地没有参与缩合反应,而是起到了令人着迷的催化作用。3,3'-双-取代-2-羟基吲哚分离收率极佳,纯度高,后处理程序简单,反应时间短。

更新日期:2020-05-25
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