有机化学 ›› 2017, Vol. 37 ›› Issue (12): 3060-3075.DOI: 10.6023/cjoc201709011 上一篇    下一篇

综述与进展

三氟甲基亚磺酸钠实现的三氟甲基化反应研究进展

惠人杰, 张士伟, 谭政, 吴小培, 冯柏年   

  1. 江南大学药学院 无锡 214122
  • 收稿日期:2017-09-08 修回日期:2017-11-09 发布日期:2017-12-08
  • 通讯作者: 冯柏年 E-mail:fengbainian@jiangnan.edu.cn
  • 基金资助:

    江苏省自然科学基金(No.BK20140136)及江苏高校品牌专业建设工程(No.PPZY2015B146)资助项目.

Research Progress of Trifluoromethylation with Sodium Trifluoromethanesulfinate

Hui Renjie, Zhang Shiwei, Tan Zheng, Wu Xiaopei, Feng Bainian   

  1. School of Pharmaceutical Science, Jiangnan University, Wuxi 214122
  • Received:2017-09-08 Revised:2017-11-09 Published:2017-12-08
  • Contact: 10.6023/cjoc201709011 E-mail:fengbainian@jiangnan.edu.cn
  • Supported by:

    Project supported by the Natural Science Foundation of Jiangsu Province (No. BK20140136) and the Top-notch Academic Programs Project of Jiangsu Higher Education Institutions (No. PPZY2015B146).

三氟甲基能够提高药物的化学和代谢稳定性,改善其亲脂性和生物利用度,增强药物的结合选择性,具有广泛的应用.三氟甲基亚磺酸钠(CF3SO2Na)稳定、低价,在有机氟化学领域应用广泛.综述了近三年来CF3SO2Na作为三氟甲基源在三氟甲基化反应中的最新研究进展,分别叙述了其在双官能团化、芳烃三氟甲基化、三氟甲硫基化及其他反应中的应用及部分反应机理,希望为今后三氟甲基的引入提供参考.

关键词: 三氟甲基亚磺酸钠, 三氟甲基化, 机理

Trifluoromethyl can increase the chemical and metabolic stability of drugs, improve its lipophilicity and bioavailability, and furthermore, enhance drug binding selectivities. Sodium trifluoromethanesulfinate (CF3SO2Na) is a stable inexpensive reagent, which has been widely used in the field of organic fluorine chemistry. The recent progress (2014~2017) in trifluoromethylation by employing CF3SO2Na as the trifluoromethyl source is summarized. In addition, the reactions of bifunctionalization, trifluoromethylation of aromatics, trifluoromethylthioization and other types of reactions are described respectively, with their applications and reaction mechanism. It is hoped that this review can be referred to in the studies of trifluoromethyl introduction.

Key words: sodium trifluoromethanesulfinate, trifluoromethylation, mechanism