Rhodium-catalyzed direct C-H amination of benzamides with aryl azides: a synthetic route to diarylamines

Angew Chem Int Ed Engl. 2012 Sep 24;51(39):9904-8. doi: 10.1002/anie.201205723. Epub 2012 Aug 31.

Abstract

No muss, no fuss: A rhodium-catalyzed direct intermolecular C-H amination of benzamides and ketoximes using aryl azides as the amine source has been developed. The reaction exhibits a broad substrate scope with excellent functional-group tolerance, requires no external oxidants, releases N(2) as the only by-product, and produces diarylamines in high yields.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amination
  • Amines / chemical synthesis*
  • Amines / chemistry
  • Aniline Compounds / chemical synthesis
  • Aniline Compounds / chemistry
  • Azides / chemical synthesis
  • Azides / chemistry*
  • Benzamides / chemical synthesis
  • Benzamides / chemistry*
  • Catalysis
  • Rhodium / chemistry*

Substances

  • Amines
  • Aniline Compounds
  • Azides
  • Benzamides
  • Rhodium