Iridium-catalyzed phosphoramidation of arene C-H bonds with phosphoryl azide

J Org Chem. 2014 Oct 3;79(19):9427-32. doi: 10.1021/jo5018052. Epub 2014 Sep 23.

Abstract

An iridium-catalyzed phosphoramidation of arene C-H bonds with phosphoryl azide as the amino source is described. The direct C-H phosphoramidation of arenes bearing pyridinyl, pyrazoyl, and quinolinyl as the directing group has good functional group tolerance and occurs smoothly under mild conditions, providing N-aryl phosphoramidates in good yields.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amides / chemical synthesis*
  • Amides / chemistry
  • Azides / chemistry*
  • Catalysis
  • Hydrogen Bonding
  • Iridium / chemistry*
  • Molecular Structure
  • Phosphoric Acids / chemical synthesis*
  • Phosphoric Acids / chemistry

Substances

  • Amides
  • Azides
  • Phosphoric Acids
  • Iridium
  • phosphoramidic acid