Rhodium-catalyzed direct amination of arenes with nitrosobenzenes: a new route to diarylamines

Chemistry. 2014 May 5;20(19):5727-31. doi: 10.1002/chem.201400221. Epub 2014 Mar 26.

Abstract

A Rh(III) -catalyzed addition of aryl CH bonds to nitrosobenzenes, followed by cleavage of the resulting hydroxylamines in situ, has been reported. Different directing groups, such as N-based heterocycles and ketoximes, can be used in this CH amination process, providing valuable diarylamines in excellent yields. Most importantly, this process provides a new method for attaching arylamine groups to aromatic rings.

Keywords: CH activation; diarylamines; isatin; nitrosobenzenes; rhodium.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amination
  • Aniline Compounds / chemical synthesis*
  • Aniline Compounds / chemistry
  • Catalysis
  • Hydrogen Bonding
  • Molecular Structure
  • Nitroso Compounds / chemistry*
  • Rhodium / chemistry*

Substances

  • Aniline Compounds
  • Nitroso Compounds
  • Rhodium
  • nitrosobenzene