Chin. J. Org. Chem. ›› 2010, Vol. 30 ›› Issue (06): 890-893. Previous Articles     Next Articles




  1. 同济大学化学系 上海 200092
  • 收稿日期:2009-07-08 修回日期:2009-09-03 发布日期:2010-01-04
  • 通讯作者: 于辉
  • 基金资助:


A Facile Route to the Synthesis of N-Substituted β,γ-Unsaturated Amides by Ugi/SmI2 Reduction

YU Hui, SUN Wen-Liang, GAO Rui, ZHANG Mei-Shu   

  1. Department of Chemistry, Tongji University, Shanghai 200092
  • Received:2009-07-08 Revised:2009-09-03 Published:2010-01-04
  • Contact: Yu Hui

A novel way to the synthesis of β,γ-unsaturated amides was explored by treating the Ugi adducts of α,β-unsaturated aldehydes, isocyanides, aniline and acetic acid with SmI2/HMPA in dry tetrahydrofuran at room temperature. The yields were moderate to good. This reaction involved the radical deamination of α-substituted amides.

Key words: isocyanide, Ugi, multicompound reaction, samarium diiodide