一步法催化氧化2-吲哚酮合成2,3-吲哚醌衍生物的工艺研究  

One-Step Synthesis of 2,3-Indolequinone Derivatives by Catalytic Oxidation of 2-Indolione

作　　者：高蕊蕊 杨晓琳 李春江 巩超彦 逯晓青 贺润丽 GAO Ruirui;YANG Xiaolin;LI Chunjiang;GONG Chaoyan;LU Xiaoqing;HE Runli(Shanxi University of Chinese Medicine,Jinzhong 030619,China)

机构地区：[1]山西中医药大学,山西晋中030619

出　　处：《化学与生物工程》2021年第12期37-40,共4页Chemistry & Bioengineering

基　　金：阳泉市中药材产业专项(SZY-YQZX-2019005);2020年山西省现代农业产业技术体系建设专项。

摘　　要：以含吸电子基2-吲哚酮为原料,通过醋酸铜催化氧气氧化一步合成2,3-吲哚醌衍生物,采用^(1)HNMR、^(13)CNMR、FTIR、MS、元素分析等对其进行了结构表征,对合成条件进行了优化,并对反应机理进行了分析。结果表明,以5-氯-2-吲哚酮为模型化合物,最佳合成条件如下:催化剂醋酸铜用量为5%、氧气为氧化剂、N,N-二甲基甲酰胺为反应溶剂、反应温度为50℃、反应时间为12 h,在此条件下,5-氯-2,3-吲哚醌收率可达82%。该方法具有原料简单环保、反应条件温和、收率较高等优点,是目前较为理想的2,3-吲哚醌衍生物合成方法。Using 2-indolione containing electron-absorbing group as a raw material,we synthesized 2,3-indolequinone derivatives by oxygen oxidation catalyzed by copper acetate in one-step operation,and characterized their structures by ^(1)HNMR,^(13)CNMR,FTIR,MS,and elemental analysis.Moreover,we optimized the synthetic conditions,and analyzed the reaction mechanism.The results show that while using 5-chloro-2-indolione as a model compound,the yield of 5-chloro-2,3-indolequinone can reach 82%under the optimum synthetic conditions as follows:the catalyst copper acetate dosage is 5%,oxygen is adopted as the oxidant,N,N-dimethylformamide is adopted as the reaction solvent,the reaction temperature is 50℃,and the reaction time is 12 h.The method has the advantages of simple and green raw materials,mild reaction conditions,and high yield,which is an ideal method for the synthesis of 2,3-indolequinone derivatives at present.

关 键 词：2-吲哚酮 Cu^(2+) 催化氧化 2 3-吲哚醌衍生物 

分 类 号：O621.3[理学—有机化学]