A novel synthesis of 2-aryl-2H-indazoles via a palladium-catalyzed intramolecular amination reaction

Org Lett. 2000 Feb 24;2(4):519-21. doi: 10.1021/ol990409x.

Abstract

[reaction: see text] A variety of 2-aryl-2H-indazoles were synthesized by the palladium-catalyzed intramolecular amination of the corresponding N-aryl-N(o-bromobenzyl)hydrazines. Of several sets of reaction conditions surveyed, the combination of Pd(OAc)2/dppf/tBuONa gave the best results. This method applies to a wide scope of substrates containing electron-donating and electron-withdrawing substituents.

MeSH terms

  • Amination
  • Catalysis
  • Indazoles / chemical synthesis*
  • Palladium / chemistry*

Substances

  • Indazoles
  • Palladium