有机化学 ›› 2016, Vol. 36 ›› Issue (1): 105-112.DOI: 10.6023/cjoc201511013 上一篇    下一篇

研究论文

N-氟代双苯磺酰胺介导的氮杂卡宾氧化催化合成过氧酯及酰胺的研究

谢仰熹, 李方怿, 赵常贵, 汪舰   

  1. 清华大学药学院 北京 100084
  • 收稿日期:2015-11-07 修回日期:2015-11-24 出版日期:2016-01-25 发布日期:2015-12-04
  • 通讯作者: 汪舰 E-mail:wangjian2012@tsinghua.edu.cn
  • 基金资助:

    青年千人计划资助项目.

N-Heterocyclic Carbene Catalyzed and N-Fluorobenzenesulfonimide Mediated Oxidative Synthesis of Perester and Amide

Xie Yangxi, Li Fangyi, Zhao Changgui, Wang Jian   

  1. School of Pharmaceutical Sciences, Tsinghua University, Beijing 100084
  • Received:2015-11-07 Revised:2015-11-24 Online:2016-01-25 Published:2015-12-04
  • Supported by:

    Project supported by the “Thousand Plan” Youth Program of China.

N-氟代双苯磺酰胺(简称NFSI)介导的氮杂卡宾催化体系下, 首次实现了有机催化叔丁基过氧酯的合成, 该反应同样可以用于合成酰胺. 以不饱和醛为起始原料, 在5 mol%的氮杂卡宾以及NFSI的体系中以及室温的条件下最高能够得到大于95%收率的叔丁基过氧酯. 该反应具有条件温和、低催化剂用量(最低可降至2 mol%)、收率高、底物适用范围广等优点.

关键词: 氮杂卡宾, N-氟代双苯磺酰胺, 叔丁基过氧酯

The first study of oxidative synthesis of simple tert-butyl peresters and amides enabled by N-heterocyclic carbene-catalysis using N-fluorobenzenesulfonimide (NFSI) as oxidant is described. The reaction proceeds with green, high yield, board substrate scope and room temperature.

Key words: N-heterocyclic carbene, N-fluorobenzenesulfonimide (NFSI), tert-butyl perester