有机化学 ›› 2015, Vol. 35 ›› Issue (11): 2389-2392.DOI: 10.6023/cjoc201506029 上一篇    下一篇

研究简报

微波促进苊并咪唑氮杂环卡宾钯化合物催化的水相氰基化反应

蒋晓军a, 申雅靓b, 刘泽龙b, 吕绪良a, 涂涛b   

  1. a 解放军理工大学野战工程学院 南京 210007;
    b 复旦大学化学系 上海 200433
  • 收稿日期:2015-06-24 修回日期:2015-07-09 发布日期:2015-08-17
  • 通讯作者: 吕绪良, 涂涛 E-mail:xllu1957@126.com;taotu@fudan.edu.cn
  • 基金资助:

    教育部博士点基金(No. 20130071110032)、上海市带头学科(No. B108)及复旦大学卓学资助项目.

Acenaphthoimidazole N-Heterocyclic Carbene Palladium ComplexesCatalyzed Cyanation Reactions in Aqueous Accelerated byMicrowave Irradiation

Jiang Xiaojuna, Shen Yajingb, Liu Zelongb, Lü Xulianga, Tu Taob   

  1. a College of Field Engineering, PLA University of Science and Technology, Nanjing 210007;
    b Department of Chemistry, Fudan University, Shanghai 200433
  • Received:2015-06-24 Revised:2015-07-09 Published:2015-08-17
  • Supported by:

    Project supported by the Research Fund of Doctoral Program, Ministry of Education (No. 20130071110032), the Shanghai Leading Academic Discipline Project (B108) and the Department of Chemistry Fudan University.

报道了一种在微波条件下, 苊并咪唑氮杂环卡宾钯化合物催化的芳基溴化物的氰化反应. 该反应以水作为溶剂, 无毒廉价的亚铁氰化钾为氰基源, 对于含各种电子效应取代基团的底物均能顺利地进行反应并且在很短的时间内取得优秀的产率, 充分表明了这一方法学具有较好的实用性和绿色经济性.

关键词: 氰化反应, 氮杂环卡宾, 微波辅助, 钯催化, 水相

In the presence of acenaphthoimidazole N-heterocyclic carbene palladium complexes, cyanation of aryl bromides by non-toxic and inexpensive potassium hexacyanoferrate (II) as cyanide source in water has been investigated under microwave conditions. Both electron-donating and electron-withdrawing groups attached to the substrates show unobvious effects on the transformation and produce the corresponding products in good to excellent yields within few minutes, which demonstrate the practicability and environmentally friendliness of the new developed protocol.

Key words: cyanation, N-heterocyclic carbene, microwave assistant, palladium, aqueous phase