Chin. J. Org. Chem. ›› 2019, Vol. 39 ›› Issue (1): 232-237.DOI: 10.6023/cjoc201807052 Previous Articles     Next Articles

Special Issue: 庆祝陈庆云院士九十华诞 元素有机化学合辑2018-2019

Articles

苯乙烯的氧化三氟甲硫基化反应

王建勇a,b, 马岚a, 李彦a, 王细胜a   

  1. a 中国科学技术大学化学系 合肥微尺度物质科学国家研究中心 合肥 230026;
    b 齐鲁工业大学(山东省科学院)轻工科学与工程学院 济南 250353
  • 收稿日期:2018-07-27 修回日期:2018-10-25 出版日期:2019-01-25 发布日期:2018-11-12
  • 通讯作者: 王细胜 E-mail:xswang77@ustc.edu.cn
  • 基金资助:

    国家自然科学基金(Nos.21602213,21522208)资助项目.

Trifluoromethylthiolation/Oxidation of Styrenes for Facile Synthesis of α-Trifluoromethylthio Acetophenons

Wang Jian-Yonga,b, Ma Lana, Li Yana, Wang Xi-Shenga   

  1. a Hefei National Laboratory for Physical Sciences at the Microscale & Department of Chemistry, University of Science and Technology of China, Hefei 230026;
    b School of Light Industry and Engineering, Qilu University of Technology(Shandong Academy of Sciences), Jinan 250353
  • Received:2018-07-27 Revised:2018-10-25 Online:2019-01-25 Published:2018-11-12
  • Contact: 10.6023/cjoc201807052 E-mail:xswang77@ustc.edu.cn
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 21602213, 21522208).

Trifluoromethylthiolation/oxidation of styrenes with easiy-handling AgSCF3 used as the trifluoromethylthiolating reagent has been described, which furnished a series of α-trifluoromethylthio acetophenons. A variety of substituted styrene could be bifunctionalized via radical process in a mixed solvent of dimethyl sulfoxide (DMSO) and CHCl3, with potassium persulfate used as the oxidant under mild conditions. A simple and efficent method for the facile construction of various α-trifluoromethylthio acetophenons is thus demonstrated.

Key words: styrene, trifluoromethylthiolation, radical