有机化学 ›› 2017, Vol. 37 ›› Issue (4): 914-919.DOI: 10.6023/cjoc201610029 上一篇    下一篇

研究论文

氮杂环卡宾催化的氰基甲酸乙酯与醛亚胺的Strecker反应研究

张洁, 杜广芬, 顾承志, 代斌   

  1. a. 石河子大学化学化工学院 新疆兵团化工绿色过程重点实验室-省部共建国家重点实验室培育基地 石河子 832003
  • 收稿日期:2016-10-17 修回日期:2017-01-04 发布日期:2017-01-10
  • 通讯作者: 顾承志 E-mail:gcz_tea@shzu.edu.cn
  • 基金资助:

    国家自然科学基金(No.21262027)资助项目.

Strecker Reaction of Ethyl Cyanoformate with Aldimines Catalyzed by N-Heterocyclic Carbene

Zhang Jie, Du Guangfen, Gu Chengzhi, Dai Bin   

  1. Key Laboratory for Green Processing of Chemical Engineering of Xinjiang Bingtuan, School of Chemistry and Chemical Engineering, Shihezi University, Shihezi 832003
  • Received:2016-10-17 Revised:2017-01-04 Published:2017-01-10
  • Contact: 10.6023/cjoc201610029 E-mail:gcz_tea@shzu.edu.cn
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 21262027).

以四氢呋喃为溶剂,氮杂环卡宾为催化剂,进行了氰基甲酸乙酯和亚胺的Strecker反应研究. 实验中考察了催化剂的种类、用量及溶剂对反应的影响,确定了最优反应条件. 结果显示氰基甲酸乙酯与芳香亚胺、脂肪亚胺都能发生Strecker反应,最终合成了14个α-氨基腈衍生物,产物产率最高达到93%. 该反应具有操作简单,条件温和,产率高及环境友好等优点.

关键词: 氮杂环卡宾, Strecker反应, 亚胺, 氰基甲酸乙酯

The Strecker reaction of ethyl cyanoformate with aldimines was carried out with N-heterocyclic carbene (NHC) as the catalyst. The reaction conditions were optimized with different catalysts, catalyst loading and various solvents. 14 α-aminonitriles were synthesized via the optimal reaction conditions. It was found that both aromatic and aliphatic aldimines were suitable electrophiles and the highest yield was 93%. The reaction has the virtue of simple operation, mild reaction condition, high yield and environment friendliness.

Key words: N-heterocyclic carbenes, Strecker reaction, imines, ethyl cyanoformate