Chin. J. Org. Chem. ›› 2019, Vol. 39 ›› Issue (1): 59-73.DOI: 10.6023/cjoc201808017 Previous Articles     Next Articles

Special Issue: 庆祝陈庆云院士九十华诞 碳氢活化合辑2018-2019



杨帆致a, 张晗b, 刘旭日b, 王博b, Lutz Ackermannc   

  1. a 北京理工大学前沿交叉科学研究院 北京 100081;
    b 北京理工大学化学与化工学院 北京 100081;
    c 哥廷根大学有机与生物分子化学研究所 哥廷根 德国 37077
  • 收稿日期:2018-08-16 修回日期:2018-10-22 发布日期:2018-10-26
  • 通讯作者: 杨帆致, 王博, Lutz Ackermann;;
  • 基金资助:


Transition Metal-Catalyzed Regio-selective Aromatic C—H Bond Oxidation for C—O Bond Formation

Yang Fanzhia, Zhang Hanb, Liu Xurib, Wang Bob, Ackermann Lutzc   

  1. a Advanced Research Institute of Multidisciplinary Science, Beijing Institute of Technology, Beijing 100081, China;
    b School of Chemistry and Chemical Engineering, Beijing Institute of Technology, Beijing 100081 China;
    c Institut für Organische und Biomolekulare Chemie, Georg-August-Universität Göttingen, Göttingen 37077 Germany
  • Received:2018-08-16 Revised:2018-10-22 Published:2018-10-26
  • Contact: 10.6023/cjoc201808017;;
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 21801018) and the Beijing Institute of Technology Research Fund Program for Young Scholars (No. 1230011181807).

Recent years the great progress in transition metal-catalyzed direct aromatic C—H oxidation has been witnessed, which has been utilized in the preparation of various phenolic compounds. These transformations employ inter alia palladium, copper, ruthenium, iridium, etc. as the transition metal catalysts, and hypervalent iodine, persulfate, or oxygen as the oxidants. There have been several reviews in which the C—H oxidations with specific transition metal or oxidant was discussed. This review focuses specifically on transition metal-catalyzed aromatic C—H oxidations with ortho-, meta-, or para-selectivity, and rationalizes the possible generation mechanism of regio-selectivities, which might be controlled by the directing group via chelation-assistance, the ligand, or intrinsic properties of the substrate. The discussion section indicated the existing problems of transition metal-catalyzed aromatic C—H oxidations, as well as the possible limiting factors for the development and application of this strategy.

Key words: transition metal, arene, C—H oxidation, regio-selectivity, directing group