有机化学 ›› 2023, Vol. 43 ›› Issue (9): 3239-3245.DOI: 10.6023/cjoc202301023 上一篇    下一篇

所属专题: 有机氟化学虚拟合辑

研究论文

无支持电解质条件下连续流电化学合成三氟甲基化氧化吲哚

岁丹丹a, 岑南楠a, 龚若蕖a, 陈阳a, 陈文博a,b,*()   

  1. a 上海电力大学环境与化学工程学院 上海市电力材料防护与新材料重点实验室 上海 200090
    b 中国科学院上海有机化学研究所 中国科学院能量调控材料重点实验室 上海 200032
  • 收稿日期:2023-01-29 修回日期:2023-05-07 发布日期:2023-05-23
  • 基金资助:
    上海市自然科学基金(20ZR1471600); 上海市科学技术委员会(19DZ2271100); 中国科学院能量调控材料重点实验室开放基金(ORFP2020-06)

Supporting-Electrolyte-Free Electrochemical Synthesis of Trifluoromethylated Oxindoles in Continuous Flow

Dandan Suia, Nannan Cena, Ruoqu Gonga, Yang Chena, Wenbo Chena,b()   

  1. a Shanghai Key Laboratory of Materials Protection and Advanced Materials in Electric Power, College of Environmental and Chemical Engineering, Shanghai University of Electric Power, Shanghai 200090
    b CAS Key Laboratory of Energy Regulation Materials, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032
  • Received:2023-01-29 Revised:2023-05-07 Published:2023-05-23
  • Contact: E-mail: wenbochen@shiep.edu.cn
  • Supported by:
    Natural Science Foundation of Shanghai(20ZR1471600); Science and Technology Commission of Shanghai Municipality(19DZ2271100); Open Research Fund Program of CAS Key Laboratory of Energy Regulation Materials(ORFP2020-06)

发展了一种无支持电解质条件下连续流电化学合成三氟甲基化氧化吲哚的方法. 各种N-芳基丙烯酰胺可以与CF3SO2NHNHBoc反应, 以中等收率得到相应的产物. 无需改变条件很容易实现反应放大, 显示了连续流电化学合成的应用潜力.

关键词: 三氟甲基, 电化学合成, 连续流, 氧化吲哚, 绿色化学

A supporting electrolyte-free method for the electrochemical synthesis of trifluoromethylated oxindoles in conti- nuous flow was developed. Various N-arylacrylamides reacted with CF3SO2NHNHBoc smoothly to provide the corresponding products in moderate yields. The reaction scale-up was easily realized without changing the reaction conditions, which showed the application potential of continuous flow electrochemical synthesis.

Key words: trifluoromethyl, electrochemical synthesis, continuous flow, oxindole, green chemistry