An Electrochemical Nickel-Catalyzed Arylation of 3‑Amino-6-Chloropyridazines

  • Stéphane Sengmany (2001235)
  • Arnaud Vitu-Thiebaud (2001220)
  • Erwan Le Gall (2001232)
  • Sylvie Condon (2001229)
  • Eric Léonel (2001223)
  • Christine Thobie-Gautier (2001226)
  • Muriel Pipelier (2001238)
  • Jacques Lebreton (602836)
  • Didier Dubreuil (1734358)
Publication date
January 2013

Abstract

3-Amino-6-aryl- and 3-amino-6-heteroarylpyridazines have been obtained in generally good yield using a nickel-catalyzed electrochemical cross-coupling between 3-amino-6-chloropyridazines and aryl or heteroaryl halides at room temperature. Comparative experiments involving classical palladium-catalyzed reactions, such as Suzuki, Stille, or Negishi cross-couplings, reveal that the electrochemical method can constitute a reliable alternative tool for biaryl formation. A possible reaction mechanism is proposed on the basis of electrochemical analyses

Extracted data

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