Chin. J. Org. Chem. ›› 2018, Vol. 38 ›› Issue (2): 457-463.DOI: 10.6023/cjoc201708018 Previous Articles     Next Articles



孙超, 姚武冰, 张斌, 黄相韵, 虞姜姜   

  1. 台州学院化学系 台州 318000
  • 收稿日期:2017-08-09 修回日期:2017-09-03 发布日期:2017-10-20
  • 通讯作者: 姚武冰, 张斌;
  • 基金资助:


Zn-Catalyzed Beckmann Rearrangement Reaction

Sun Chao, Yao Wubing, Zhang Bin, Huang Xiangyun, Yu Jiangjiang   

  1. Department of Chemistry, Taizhou University, Taizhou 318000
  • Received:2017-08-09 Revised:2017-09-03 Published:2017-10-20
  • Contact: 10.6023/cjoc201708018;
  • Supported by:

    Project supported by the First Class Discipline of Zhejiang Province (Chemical Engineering and Technology) and the National Undergraduate Training Programs for Innovation and Entrepreneurship (No. 201710350018).

The Beckmann rearrangement reactions generally require strong acids, and always suffer from harsh conditions and serious environmental pollutions which go against the principle of green chemistry. Base on the green zinc catalyst, highly efficient catalytic reaction of ketoxime by Beckmann rearrangement was developed. The acid-additives-free reactions proceed under mild conditions, and show broad functional-group compatibility. Moreover, through this highly active and available zinc catalyst, the Beckmann rearrangement reaction is further extended to a one-pot protocol using ketone and hydroxylamine hydrochloride as reactive materials. Featuring high atom-economy and broad substrate scopes, this novel method provided an attractive route for the Beckmann rearrangement reactions.

Key words: Beckmann rearrangement, zinc-catalysis, oxime, ketone, amide