Chin. J. Org. Chem. ›› 2019, Vol. 39 ›› Issue (6): 1688-1694.DOI: 10.6023/cjoc201903003 Previous Articles     Next Articles

Special Issue: 金属有机化学 碳氢活化合辑2018-2019 镍催化有机反应合辑



刘立策a, 吴杰庆a, 马鸿飞a, 张晗b, 顾洁凡a, 李玉峰a   

  1. a 南京工业大学化学与分子工程学院 南京 210036;
    b 南京联科化学有限公司 南京 210009
  • 收稿日期:2019-03-02 修回日期:2019-04-18 发布日期:2019-04-26
  • 通讯作者: 李玉峰

Nickel Chloride-Catalyzed Oxidation of Aromatic Hydrocarbon with Sodium Persulfate at the Benzylic Site

Liu Licea, Wu Jieqinga, Ma Hongfeia, Zhang Hanb, Gu Jiefana, Li Yufenga   

  1. a College of Chemistry and Molecular Engineering, Nanjing Tech University, Nanjing 210036;
    b Nanjing UNOCI Chemical Co., Nanjing 210009
  • Received:2019-03-02 Revised:2019-04-18 Published:2019-04-26
  • Contact: 10.6023/cjoc201903003

A practical method for the oxidation of aromatic side chains was established for the preparation of aromatic aldehydes and ketones. Using NiCl2 as the catalyst, substituted toluenes were oxidized with Na2S2O8 at the benzylic site for the synthesis of the corresponding aldehydes in the yield of 22%~79%. Ethylbenzene analogs were oxidized more easily to obtain the corresponding ketones with 64%~84% yields. The oxidation of benzyl alcohol analogs was completed to acquire the corresponding carbonyl compounds in shorter time with better selectivity and yields. The method has the advantages such as the mild reaction conditions, no requirement for precious metals or additional promoter, and good selectivity.

Key words: oxidation, aromatic hydrocarbon, benzyl alcohol, nickel chloride, sodium persulfate