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Ru(II)-Catalyzed C–H Activation/[4+2] Annulation of Sulfoxonium Ylide with Maleimide: Access to Fused Benzo[<i>e</i>]isoindole-1,3,5-trione

Dattatraya H. Dethe, Vimlesh Kumar, Rahul Das

2024Organic Letters11 citationsDOI

Abstract

A ruthenium-catalyzed C–H activation and a concomitant [4+2] annulation of sulfoxonium ylide with maleimide have been demonstrated. This tandem reaction results in the formation of fused benzo[ e ]isoindole-1,3,5-trione. The method employs mild conditions and is free of metal oxidants. The reaction pathway predominantly involves protodemetalation over β-hydride elimination due to the lack of syn β-hydrogens.

Topics & Concepts

AnnulationMaleimideChemistryIsoindoleYlideCatalysisRutheniumTandemMedicinal chemistryPolymer chemistryOrganic chemistryComposite materialMaterials scienceCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsOxidative Organic Chemistry Reactions
Ru(II)-Catalyzed C–H Activation/[4+2] Annulation of Sulfoxonium Ylide with Maleimide: Access to Fused Benzo[<i>e</i>]isoindole-1,3,5-trione | Litcius