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Straightforward Access to Isoindoles and 1,2-Dihydrophthalazines Enabled by a Gold-Catalyzed Three-Component Reaction.

Howard Díaz-SalazarGabriel Osorio-OcampoSusana Porcel
Published in: The Journal of organic chemistry (2024)
We describe herein a gold-catalyzed three-component reaction of o -alkynylbenzaldehydes, aryldiazonium salts, and trimethoxybenzene. This process enables the one-pot formation of valuable isoindoles and 1,2-dihydrophathalazines. The regioselectivity of the reaction is dictated by the nature of the aryldiazonium salt. Noticeably, the reaction is performed at room temperature under mild conditions and tolerates a variety of functional groups on both the o -alkynylbenzaldehyde and the aryldiazonium salt. Experimental mechanistic studies suggest that it is catalyzed by arylAu(III) species.
Keyphrases
  • room temperature
  • ionic liquid
  • electron transfer