有机化学 ›› 2020, Vol. 40 ›› Issue (7): 1912-1925.DOI: 10.6023/cjoc201912044 上一篇    下一篇

综述与进展

无过渡金属的烯烃和芳烃C—H键的巯基化反应

徐鑫明a, 杨翰林a, 李文忠a   

  1. a 烟台大学化学化工学院 山东烟台 264005
  • 收稿日期:2019-12-31 修回日期:2020-03-16 发布日期:2020-04-09
  • 通讯作者: 徐鑫明 E-mail:xin_mingxu@163.com
  • 基金资助:
    国家自然科学基金(No.21901220)、烟台大学青年博士基金(No.HY19B06)资助项目.

Transition Metal-Free Direct C-H Bond Sulfenylation of Alkenes and Arenes

Xu Xinminga, Yang Hanlina, Li Wenzhonga   

  1. a College of Chemistry and Chemical Engineering, Yantai University, Yantai, Shandong 264005
  • Received:2019-12-31 Revised:2020-03-16 Published:2020-04-09
  • Supported by:
    Project supported by the National Natural Science Foundation of China (No. 21901220), and the Young Scholars Research Fund of Yantai University (No. HY19B06).

由于其广泛存在于天然产物、生物活性分子及功能有机材料中,芳基和烯基硫化物受到医学与化学科学家们的广泛关注,其合成也得到了快速发展.在众多合成方法中,通过无过渡金属催化的C—H键巯基化反应来构筑C—S键是最为理想的,并且已经展现出其应用前景.近些年,关于该合成策略的研究层出不穷,许多精致的合成方法得到发展,一系列巯基化的芳烃或烯烃被合成.该综述介绍了近五年关于芳烃和烯烃在无过渡金属催化条件下的巯基化反应的研究进展,并阐述相应的反应机理.

关键词: 巯基化反应, 无过渡金属, C—H键, 反应机理

Aryl and vinyl sulfides have attracted much attention from medical and organic chemists because they are prevalent in natural or bioactive molecules and other potential functional organic materials. Therefore, considerable efforts have been made for the construction of aryl and vinyl sulfides, among them transition metal-free direct C-H bond sulfenylation has developed rapidly and became an efficient and eco-friendly synthetic protocol. In recent years, many excellent research achievements were presented and a range of sulfenylated alkenes and arenes were synthesized using this strategy. The recent five-year progress in direct sulfenylation of C-H bond on alkenes and arenes under transition metal-free conditions is reviewed and the corresponding reaction mechanisms are discussed.

Key words: sulfenylation, transition metal-free condition, C-H bond, reaction mechanism