Nickel-catalyzed biaryl coupling of heteroarenes and aryl halides/triflates

Org Lett. 2009 Apr 16;11(8):1733-6. doi: 10.1021/ol9001587.


Ni-based catalytic systems for the arylation of heteroarenes with aryl halides and triflates have been established. Ni(OAc)(2)/bipy is a general catalyst for aryl bromides/iodides, and Ni(OAc)(2)/dppf is effective for aryl chlorides/triflates. Thiazole, benzothiazole, oxazole, benzoxazole, and benzimidazole are applicable as heteroarene coupling partners. A rapid synthesis of febuxostat, a drug for gout and hyperuricemia, is also demonstrated.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Combinatorial Chemistry Techniques
  • Febuxostat
  • Hydrocarbons, Halogenated / chemistry*
  • Mesylates / chemistry*
  • Molecular Structure
  • Nickel / chemistry*
  • Thiazoles / chemical synthesis*
  • Thiazoles / chemistry


  • Hydrocarbons, Halogenated
  • Mesylates
  • Thiazoles
  • Febuxostat
  • Nickel