Chinese Journal of Organic Chemistry ›› 2020, Vol. 40 ›› Issue (7): 2135-2141.DOI: 10.6023/cjoc202002034 Previous Articles     Next Articles


李新民, 胡瑞, 陈正军, 胡庆红, 袁泽利   

  1. 遵义医科大学药学院 贵州遵义 563000
  • 收稿日期:2020-02-25 修回日期:2020-04-26 发布日期:2020-05-11
  • 通讯作者: 李新民, 袁泽利;
  • 基金资助:

Preparation of Biaryl Fluorosulfates by a Tandem Process

Li Xinmin, Hu Rui, Chen Zhengjun, Hu Qinghong, Yuan Zeli   

  1. College of Pharmacy, Zunyi Medical University, Zunyi, Guizhou 563000
  • Received:2020-02-25 Revised:2020-04-26 Published:2020-05-11
  • Supported by:
    Project supported by the National Natural Science Foundation of China (Nos. 81660575, 81360471), the Natural Science and Technology Foundation of Guizhou Province (No.[2018]1187), and the International Cooperation Project of Guizhou Province (No.[2020]4104).

The one-pot tandem protocol for the preparation of biaryl fluorosulfates from bromo phenols was developed. Using Pd/C as catalyst, K2CO3 as base and aqueous ethanol as solvent, the Suzuki reaction was carried out at room temperature, then SO2F2 gas was added to the mixture to afford biaryl fluorosulfates product. The intermediate was not isolated, and phosphine ligand and nitrogen protection were not required during the reaction, which made the protocol more convenient to operate. The one-pot protocol could tolerate a range of functional groups and provided a highest product yield up to 97.2% at room temperature. Furthermore, Pd/C catalyst could be recycled and reused three times without significant loss of catalytic activity

Key words: phenol, baryl fluorosulfates, Suzuki reaction, one-pot reaction, Pd/C