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Chinese Journal of Organic Chemistry >

2012 , Vol. 32 >Issue 04: 776 - 780

DOI: https://doi.org/10.6023/cjoc1109301

Notes

Ligand-Free Cross-Coupling of Electron-Poor Aryl Triflates with ZnCl2 Complexes of Amines

  • Xu Juan ,
  • Shi Daxin ,
  • Wei Zhen ,
  • Wei Yingfei ,
  • Zhang Qi ,
  • Li Jiarong
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  • School of Chemical Engineering and Environment, Beijing Institute of Technology, Beijing 100081

Received date: 2011-09-30

  Revised date: 2011-11-22

  Online published: 2012-04-24

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Abstract

The efficient conversion of electron-poor aryl triflates to the corresponding aromatic amines was accomplished by using ZnCl2 complexes of organic amines as nitrogen source with K2CO3 as the base in DMSO. The coupling reaction was performed in air and ligand-free without the sealed vessel. A possible mechanism, which was different with aromatic nucleophilic substitution (SNAr), was proposed. The amination products were confirmed by 1H NMR, IR and MS techniques.

Key words： formation of aromatic C—N bond; aromatic amine; electron-poor aryl triflates; ZnCl2 complexes of amines

Cite this article

Xu Juan , Shi Daxin , Wei Zhen , Wei Yingfei , Zhang Qi , Li Jiarong . Ligand-Free Cross-Coupling of Electron-Poor Aryl Triflates with ZnCl2 Complexes of Amines[J]. Chinese Journal of Organic Chemistry, 2012 , 32(04) : 776 -780 . DOI: 10.6023/cjoc1109301

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