有机化学 ›› 2022, Vol. 42 ›› Issue (5): 1537-1544.DOI: 10.6023/cjoc202112024 上一篇    下一篇

研究论文

电化学氧化三氟甲基亚磺酸钠与α-羰基二硫缩烯酮的三氟甲基化反应

顾清云, 程振凤, 曾小宝*()   

  1. 南通大学药学院 江苏南通 226006
  • 收稿日期:2021-12-19 修回日期:2022-01-04 发布日期:2022-01-20
  • 通讯作者: 曾小宝
  • 基金资助:
    江苏省高校面上基金(21KJB150014); 南通大学大型仪器开放基金(KFJN2175); 南通大学大型仪器开放基金(KFJN2176)

Electrochemical Oxidative Trifluoromethylation of α-Oxoketene Ketene Dithioacetals with CF3SO2Na

Qingyun Gu, Zhenfeng Cheng, Xiaobao Zeng()   

  1. School of Pharmacy, Nantong University, Nantong, Jiangsu 226006
  • Received:2021-12-19 Revised:2022-01-04 Published:2022-01-20
  • Contact: Xiaobao Zeng
  • Supported by:
    Natural Science Foundation of the Jiangsu Higher Education Institutions of China(21KJB150014); Large Instruments Open Foundation of Nantong University(KFJN2175); Large Instruments Open Foundation of Nantong University(KFJN2176)

报道了一种无过渡金属催化剂、外加化学氧化剂的条件下, 电化学氧化三氟甲基亚磺酸钠与α-羰基二硫缩烯酮的高效三氟甲基化反应. 该方法具有反应条件温和与较好的官能团兼容性的优点. 相关的机理实验表明该反应是通过自由基机理进行的.

关键词: 电化学, 三氟甲基化, α-羰基二硫缩烯酮, 自由基, 绿色化学

An efficient electrochemical oxidative trifluoromethylation of α-oxoketene dithioacetals with CF3SO2Na is developed without the usage of transition-metal catalysts and external oxidants. This protocol features mild reaction conditions and wide functionality tolerance. Mechanistic insights indicate that the reaction proceeded via radical mechanism.

Key words: electrochemical, trifluoromethylation, α-oxoketene dithioacetals, radical, green chemistry