PPh3-促进邻炔基硝基苯合成3-羟基-2-吲哚酮  

PPh3-Mediated Synthesis of 3-Hydroxy-2-oxindoles from o-Alkynylnitrobenzenes

作　　者：赵雪纯 樊辉 徐瑶 廖小铭 张小祥[1] Zhao Xuechun;Fan Hui;Xu Yao;Liao Xiaoming;Zhang Xiaoxiang(College of Chemical Engineering,Nanjing Forestry University,Nanjing 210037)

机构地区：[1]南京林业大学化学工程学院,南京210037

出　　处：《有机化学》2023年第11期3997-4002,共6页Chinese Journal of Organic Chemistry

基　　金：Project supported by the Natural Science Foundation of Jiangsu Province-Grants(No.BK20171449)。

摘　　要：3-羟基-2-吲哚酮核心结构在合成化学和药物化学中都具有重要的意义.发现了一种新的、有效的由邻炔基硝基芳烃制备3-羟基-2-吲哚酮的碱促进方法,该反应可在不含过渡金属的条件下进行.对各种邻炔基硝基芳烃进行测定,并以中等至良好的产率获得所需的产物.由三苯基膦引发的Wittig反应和随后的偶姻重排构成了主要的反应过程.The 3-hydroxy-2-oxindole core structure is of considerable significance in both synthetic and medicinal chemistry.A novel and efficient base-promoted method for the preparation of 3-hydroxy-2-oxindoles from o-alkynylnitroarenes has been discovered.The reaction could be conducted under transition metal free conditions.Various o-alkynylnitroarenes were checked and the desired products were obtained in moderate to good yields.The Wittig-like reaction triggered by the PPh3 and the subsequent acyloin rearrangement constituted the main reaction process.

关 键 词：PPH3 WITTIG反应 3-羟基-2-吲哚酮 邻炔基硝基 

分 类 号：O626[理学—有机化学]