有机化学 ›› 2011, Vol. 31 ›› Issue (10): 1683-1686. 上一篇    下一篇

研究简报

Ugi/原子转移自由基环合反应合成γ-丁内酰胺的研究

于辉*,高瑞   

  1. (同济大学化学系 上海 200092)
  • 收稿日期:2010-12-24 修回日期:2011-04-12 发布日期:2011-05-05
  • 通讯作者: 于辉 E-mail:yuhui@tongji.edu.cn

A Facile Route to the Synthesis of γ-Butyrolactams by Ugi/Atom Transfer Radical Cyclization

YU Hui, GAO Rui   

  1. (Department of Chemistry, Tongji University, Shanghai 200092)
  • Received:2010-12-24 Revised:2011-04-12 Published:2011-05-05
  • Contact: Yu Hui E-mail:yuhui@tongji.edu.cn

将碘乙酸、烯丙基胺、芳香醛和异腈室温下在甲醇中进行多组分Ugi反应得到加合物, 进一步在二氯甲烷中以三乙基硼为引发剂, 进行α-酰胺基自由基原子转移5-exo环合反应, 可以得到γ-丁内酰胺, 操作简便, 产率中等.

关键词: 异腈, Ugi, 内酰胺, 原子转移, 自由基

A novel way to the synthesis of γ-butyrolactam was explored by atom transfer radical cyclization (ATRC) of Ugi adducts, which could be prepared by mixing iodoacetic acid, allyl amine, aromatic aldehydes and isocyanides in methanol at room temperature. The procedure was easy to handle and the yields were moderate.

Key words: isocyanide, Ugi, lactam, atom transfer, radical