Chin. J. Org. Chem. ›› 2016, Vol. 36 ›› Issue (8): 1890-1894.DOI: 10.6023/cjoc201603020 Previous Articles     Next Articles



陈翠, 徐松森, 刘卫兵   

  1. 广东石油化工学院化学工程学院 茂名 525000
  • 收稿日期:2016-03-13 修回日期:2016-03-29 发布日期:2016-04-15
  • 通讯作者: 陈翠
  • 基金资助:

    广东省优秀青年基金(No. 2013LYM_0059)资助项目.

Selective Reduction of β-Keto Amides to α,β-Unsaturated Olefinic Amides and β-Hydroxy Amides by Using Sodium Borohydride as the Reductant

Chen Cui, Xu Songsen, Liu Weibing   

  1. College of Chemical Engineering, Guangdong University of Petrochemical Technology, Maoming 525000
  • Received:2016-03-13 Revised:2016-03-29 Published:2016-04-15
  • Supported by:

    Project supported by the Excellent Youth Foundation of Guangdong Province (No. 2013LYM_0059).

This paper reports a simple method for the synthesis of α,β-unsaturated olefinic amides from β-keto amides in the presence of NaBH4 and alkali. However, this reaction only leads to quantitatively reduction product of carbonyl compounds in the presence of NaBH4 and FeCl3. The structures of products were confirmed by 1H NMR and 13C NMR spectra. In addition, a possible reaction mechanism was also proposed.

Key words: β-keto amides, α,β-unsaturated olefinic amides, reduction of carbonyl, NaBH4