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Straightforward Access to Isoindoles and 1,2-Dihydrophthalazines Enabled by a Gold-Catalyzed Three-Component Reaction
Howard Díaz-Salazar1, Gabriel Osorio-Ocampo1, Susana Porcel1
1Instituto de Química, Universidad Nacional Autónoma de México, Circuito Exterior s/n, Ciudad Universitaria, Ciudad de México 04510, México.
Abstract:
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.
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