Catalysis Letters

, Volume 148, Issue 4, pp 1142–1149 | Cite as

2,6-Bis(2-methylhydrazine-1-carbonyl)pyridine 1-oxide as an Efficient Ligand for Copper-Catalyzed C–N Coupling Reaction in Water

  • Xiaochuang Wang
  • Fei Meng
  • Jie Zhang
  • Jianwei Xie
  • Bin Dai


Cu2O/2,6-bis(2-methylhydrazine-1-carbonyl)pyridine 1-oxide was found to be an efficiently catalytic system for the N-arylation of imidazole, indole, benzimidazole, pyrrole, benzylamine and ethanolamine with aryl iodides and bromides by using NaOH as base in the presence of 20 mol% (n-Bu)4NBr, and water as solvent at 130 °C in 24 h, and giving the N-arylated products in moderate to excellent yields.

Graphical Abstract


Ligand C–N coupling Aryl halides Copper catalyst Water 



We gratefully acknowledge the Natural Science Foundation of China (21606153) for the financial support.

Supplementary material

10562_2018_2321_MOESM1_ESM.docx (3.3 mb)
Supplementary material 1 (DOCX 3373 KB)


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Copyright information

© Springer Science+Business Media, LLC, part of Springer Nature 2018

Authors and Affiliations

  • Xiaochuang Wang
    • 1
  • Fei Meng
    • 2
  • Jie Zhang
    • 1
  • Jianwei Xie
    • 1
  • Bin Dai
    • 1
  1. 1.School of Chemistry and Chemical Engineering/Key Laboratory for Green Processing of Chemical Engineering of Xinjiang BingtuanShihezi UniversityShiheziChina
  2. 2.Guangdong Bioengineering InstituteGuangdong Academy of ScienceGuangzhouChina

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