有机化学 ›› 2022, Vol. 42 ›› Issue (7): 2134-2139.DOI: 10.6023/cjoc202202014 上一篇    下一篇

所属专题: 有机氟化学虚拟合辑

研究论文

芳基乙烯β-H区域选择性三氟甲基磺酰化反应

徐琳琳a, 兰美君b, 张慕雨b, 张永琪b, 冯宇豪b, 荣良策b,*(), 张金鹏a,*()   

  1. a徐州医科大学公共卫生学院 人类遗传和环境医学重点实验室 徐州 221004
    b江苏师范大学化学与材料科学学院 徐州 221116
  • 收稿日期:2022-02-11 修回日期:2022-04-06 发布日期:2022-08-09
  • 通讯作者: 荣良策, 张金鹏
  • 基金资助:
    江苏省高校自然科学研究项目(18KJA150004); 大学生创新创业训练计划项目和江苏省高校品牌专业资助项目

β-H Regioselective Trifluoromethyl Sulfonylation of Aryl Ethylene

Linlin Xua, Meijun Lanb, Muyu Zhangb, Yongqi Zhangb, Yuhao Fengb, Liangce Rongb(), Jinpeng Zhanga()   

  1. aSchool of Public Health, Key Laboratory of Human Genetics and Environmental Medicine, Xuzhou Medical University, Xuzhou 221004
    bSchool of Chemistry and Materials Science, Jiangsu Normal University, Xuzhou 221116
  • Received:2022-02-11 Revised:2022-04-06 Published:2022-08-09
  • Contact: Liangce Rong, Jinpeng Zhang
  • Supported by:
    Natural Science Foundation of the Jiangsu Higher Education Institutions of China(18KJA150004); Undergraduate Innovation and Entrepreneurship Training Program and the Brand Major of Universities in Jiangsu Province

报道了三氟甲基亚磺酸钠在硝酸铈铵作用下与芳基乙烯β-H发生自由基磺化反应, 区域选择性地得到反式烯烃. 本反应的优点是试剂廉价易得, 反应条件温和, 操作简单, 且反应具有极高的区位选择性和产物构型选择性.

关键词: 芳基乙烯, 三氟甲基磺酰化, 区域选择性反应, 自由基

In the presence of cerium ammonium nitrate, the β-H radical sulfonation reaction of aryl ethylene with sodium trifluoromethanesulfinate was reported to give highly regioselective trans-alkene. The advantages of this method were cheap and easy to obtain reaction reagents, mild reaction conditions and simple operation. Moreover, the reaction had a high regioselective and configurational selectivity.

Key words: aryl ethylene, trifluoromethyl sulfonylation, regioselective reaction, radical