Chin. J. Org. Chem. ›› 2018, Vol. 38 ›› Issue (7): 1703-1711.DOI: 10.6023/cjoc201801031 Previous Articles     Next Articles



刘学民a, 陈雯a, 倪邦庆a, 陈新志b, 钱超b, 葛新a   

  1. a 江南大学化学与材料工程学院 无锡 214122;
    b 浙江大学浙江省化工高效制造技术重点实验室 杭州 310027
  • 收稿日期:2018-01-23 修回日期:2018-03-05 发布日期:2018-04-04
  • 通讯作者: 葛新
  • 基金资助:


Cu-Catalyzed Aqueous Phase Ullmann-Type C-N Coupling Reaction Promoted by Glycosyl Ligand

Liu Xuemina, Chen Wena, Ni Bangqinga, Chen Xinzhib, Qian Chaob, Ge Xina   

  1. a School of Chemical and Material Engineering, Jiangnan University, Wuxi 214122;
    b Zhejiang Provincial Key Laboratory of Advanced Chemical Engineering Manufacture Technology, Zhejiang University, Hangzhou 310027
  • Received:2018-01-23 Revised:2018-03-05 Published:2018-04-04
  • Contact: 10.6023/cjoc201801031
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 21476194, 21606104), the National Key Research and Development Program of China (No. 2016YFB0301800) and the Opening Foundation from Zhejiang Provincial Key Laboratory of Advanced Chemical Engineering Manufacture Technology (No. ACEMT-17-03).

A green and efficient catalytic system has been developed for the Cu-catalyzed Ullmann-type C-N coupling reactions in water. With CuI as catalyst, N-(2-hydroxyethyl)-β-D-glucopyranosylamine as ligand, aryl iodides and aryl bromides bearing various electron-withdrawing and electron-donating groups could be coupled with N-nucleophiles in water with good yields (61%~96%). The catalytic system was expanded successfully to the reaction of indoles with 4-iodoanisole in water.

Key words: copper, Ullmann reaction, glycosyl ligand, water