有机化学 ›› 2018, Vol. 38 ›› Issue (10): 2590-2605.DOI: 10.6023/cjoc201804001 上一篇    下一篇

所属专题: 碳氢活化合辑2018-2019 有机电合成虚拟专辑

综述与进展

芳香化合物的电化学C—H键官能化研究进展

吴亚星, 席亚超, 赵明, 王思懿   

  1. 中国矿业大学化工学院 徐州 221116
  • 收稿日期:2018-04-01 修回日期:2018-05-13 发布日期:2018-06-06
  • 通讯作者: 赵明,E-mail:ming815zhao@163.com E-mail:ming815zhao@163.com
  • 基金资助:

    中央高校基本科研业务费(No.2015XKMS048)、江苏省自然科学基金(No.BK20160254)、国家自然科学基金(No.U1710102)、中国矿业大学“十三五”品牌专业建设资助项目.

Progress in Electrochemical C—H Functionalizations of Aromatic Compounds

Wu Yaxing, Xi Yachao, Zhao Ming, Wang Siyi   

  1. School of Chemical Engineering, China University of Mining and Technology, Xuzhou 221116
  • Received:2018-04-01 Revised:2018-05-13 Published:2018-06-06
  • Contact: 10.6023/cjoc201804001 E-mail:ming815zhao@163.com
  • Supported by:

    Project supported by the Fundamental Research Funds for the Central Universities (No. 2015XKMS048), the Natural Science Foundation of Jiangsu Province (No. BK20160254), and the National Natural Science Foundation of China (No. U1710102).

C—H键是有机化合物中最基本和最广泛的化学键.利用电化学方法实现芳香化合物C—H键的官能化和直接转化可以避免反应物的预官能化,是一种绿色可持续且更具有原子经济性的转化途径.该方法借助阳极上的氧化反应实现芳香化合物C—H键的官能化,完成C—X键(X=C、N、O、S)的构建和稠环化合物的合成,无需使用氧化剂.通过控制电极材料、电解质和溶剂等条件,也可以实现特定的化学选择性和区域选择性.综述了近年来芳香化合物的电化学C—H键官能化这一领域的研究进展.

关键词: 电化学合成, 芳香化合物, C—H键官能化, 稠环化合物

Carbon-hydrogen bonds are the most extensive and basic chemical bonds existed in organic compounds. Electrochemical functionalization and direct conversion of aromatic C—H bonds is a green, sustainable, and atomically economical transformation pathway, which avoids the pre-functionalization of reactants. The anodic electrooxidation of aromatics allows the formation of C—X (X=C, N, O, S) bonds and the preparation of fused aromatic rings without the use of oxidants. Certain C—H activation reactions with chemoselectivity and regioselectivity can also be achieved by the optimization of electrode materials, electrolytes, and solvents. Vourious reactions focusing on the electrochemical functionalizations of C—H bonds in aromatic compounds are mainly reviewed.

Key words: electrochemical synthesis, aromatics, C—H bond functionalization, fused aromatic compounds