School of Biotechnology and Health Sciences, Wuyi University, 22 Dongchengcun, Jiangmen 529020, China.
School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, China.
Chem Commun (Camb). 2023 Jun 8;59(47):7228-7231. doi: 10.1039/d3cc01390a.
This paper reports a practical and versatile oxidative cyclization of 2-arylethynylanilines towards 2-hydroxy-2-substituted indol-3-ones a copper-catalyzed radical approach in the presence of O. The transformation of 2-hydroxy-2-arylindol-3-ones to 3-hydroxy-3-arylindol-2-ones proceeds well with good yields and highlights the practicability and utility of this catalytic system. Mechanistic investigations showed that the acetyl substituent on 2-arylaethynylanilines played an important role in the formation of the cyclic products and the reaction proceeded an -center radical-based aza-cyclization pathway.
本文报道了一种实用且通用的 2-芳基乙炔基苯胺的氧化环化方法，可得到 2-羟基-2-取代的吲哚-3-酮，该反应在氧气存在下，通过铜催化自由基途径实现。2-羟基-2-芳基吲哚-3-酮转化为 3-羟基-3-芳基吲哚-2-酮的反应具有良好的收率，突出了该催化体系的实用性和通用性。机理研究表明，2-芳基乙炔基苯胺上的乙酰取代基在环状产物的形成中起着重要作用，反应经历了 -中心自由基型氮杂环化途径。
