有机化学 ›› 2020, Vol. 40 ›› Issue (4): 886-898.DOI: 10.6023/cjoc201910020 上一篇    下一篇

综述与进展

无过渡金属催化的吲哚C—H键的巯基化反应研究进展

徐鑫明,a, 李家柱a, 王祖利b   

  1. a 烟台大学化学化工学院 山东烟台 264005;
    b 青岛农业大学化学与药学院 山东青岛 266109
  • 收稿日期:2019-10-16 修回日期:2019-11-28 发布日期:2019-12-19
  • 通讯作者: 徐鑫明 E-mail:Xin_MingXu@163.com
  • 基金资助:
    烟台大学青年博士基金(No.HY19B06)资助项目.

Recent Advances in Transition Metal-Free Sulfenylation of Indoles

Xu Xinming,a, Li Jiazhua, Wang Zulib   

  1. a College of Chemistry and Chemical Engineering, Yantai University, Yantai, Shandong 264005;
    b College of Chemistry and Pharmaceutical Sciences, Qingdao Agricultural University, Qingdao, Shandong 266109
  • Received:2019-10-16 Revised:2019-11-28 Published:2019-12-19
  • Supported by:
    Project supported by the Young Scholars Research Fund of Yantai University (No. HY19B06).

近期,利用无过渡金属催化的C—H键的巯基化反应来构筑C—S键的研究发展迅速,并且已经广泛应用于含硫天然产物或生理活性分子的绿色合成,特别是吲哚的巯基化反应,被视为最重要的一类巯基化反应,这是因为向吲哚化合物中引入硫原子会进一步改善分子的生物和药理活性.重点介绍近五年来无过渡金属催化的吲哚C—H键巯基化反应的研究进展,并详细地阐述该类反应的反应机理.

关键词: 巯基化反应, 吲哚, 无过渡金属, 反应机理, 合成方法

Recently, the direct sulfenylation of C——H bond for C——S formation under transition metal-free conditions has rapidly advanced and is employed for eco-friendly synthesis of sulfenylated natural or bioactive compounds with various sulfenylating reagents. In particular, the sulfenylation of indoles is considered to be the most important because it can lead to a new class of molecules displaying a broad spectrum of biological and pharmaceutical activities. The recent five-year progress in direct C——H bond sulfenylation of indoles under transition metal-free conditions is discussed and their mechanisms in detail are described.

Key words: sulfenylation, indoles, transition metal-free, reaction mechanism, synthetic method