有机化学 ›› 2014, Vol. 34 ›› Issue (7): 1352-1357.DOI: 10.6023/cjoc201401008 上一篇    下一篇

研究论文

无过渡金属催化条件下咪唑衍生物与炔基溴的炔基化反应研究

于敬阳, 彭进松, 岳亦霞, 赵宇卓, 陈春霞   

  1. 东北林业大学理学院化学化工系 哈尔滨 150040
  • 收稿日期:2014-01-07 修回日期:2014-03-25 出版日期:2014-07-25 发布日期:2014-04-15
  • 通讯作者: 陈春霞 E-mail:ccx1759@163.com
  • 基金资助:

    黑龙江省教育厅科学技术研究(No.12533023)资助项目.

Transition-Metal-Free Alkynylation of Imidazoles with Alkynyl Bromides

Yu Jingyang, Peng Jinsong, Yue Yixia, Zhao Yuzhuo, Chen Chunxia   

  1. Department of Chemistry and Chemical Engineering, College of Science, Northeast Forestry University, Harbin 150040
  • Received:2014-01-07 Revised:2014-03-25 Online:2014-07-25 Published:2014-04-15
  • Supported by:

    Project supported by the Scientific Research Fund of Heilongjiang Provincial Education Department (No. 12533023).

以炔基溴和咪唑衍生物为反应原料,详细探讨了无过渡金属催化条件下的咪唑类芳香炔胺化合物的合成方法. 研究结果表明,以NN-二甲基甲酰胺为溶剂、碳酸钾为碱,于80℃下反应12 h即可获得中等偏上收率的碳-氮偶联产物. 通过上述方法合成得到了系列芳香炔胺衍生物,其结构经1H NMR和13C NMR表征.

关键词: 无过渡金属催化, 咪唑衍生物, 炔基溴, 碳-氮交叉偶联, 芳香炔胺

Transition-metal-free alkynylation of imidazoles with alkynyl bromides was examined in detail. With K2CO3 as base in N,N-dimethylformamide (DMF) at 80℃ for 12 h, the reaction afforded the corresponding carbon-nitrogen cross-coupling products in moderate yield. Imidazole-based aromatic ynamines were synthesized by the above method, and the structure was characterized by 1H NMR and 13C NMR spectra.

Key words: transition-metal-free, imidazoles, alkynyl bromides, C-N cross-coupling, aromatic ynamines