Copper-catalyzed carboxamide-directed ortho amination of anilines with alkylamines at room temperature

Org Lett. 2014 Mar 21;16(6):1764-7. doi: 10.1021/ol500464x. Epub 2014 Mar 4.


In this report, a highly efficient method for the room temperature installation of alkyl amino motifs onto the ortho position of anilines via Cu-catalyzed carboxamide-directed amination with alkylamines is described. This method offers a practical solution for the rapid synthesis of complex arylamines from simple starting materials and enables new planning strategies for the construction of arylamine-containing pharmacophores. A single electron transfer (SET)-mediated mechanism is proposed.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Amides / chemistry*
  • Amination
  • Aniline Compounds / chemistry*
  • Catalysis
  • Copper / chemistry*
  • Molecular Structure
  • Temperature


  • Amides
  • Aniline Compounds
  • Copper