Citation: Chen Cui, Xu Songsen, Liu Weibing. Selective Reduction of β-Keto Amides to α,β-Unsaturated Olefinic Amides and β-Hydroxy Amides by Using Sodium Borohydride as the Reductant[J]. Chinese Journal of Organic Chemistry, ;2016, 36(8): 1890-1894. doi: 10.6023/cjoc201603020 shu

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

1.
College of Chemical Engineering, Guangdong University of Petrochemical Technology, Maoming 525000

Corresponding author: Chen Cui, cc161002@gdupt.edu.cn
Received Date: 13 March 2016
Revised Date: 29 March 2016

Fund Project: Project supported by the Excellent Youth Foundation of Guangdong Province No. 2013LYM_0059

Figures(1)

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.
- β-keto amides,
- α,β-unsaturated olefinic amides,
- reduction of carbonyl,
- NaBH₄
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