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Rh-Catalyzed Annulation of Enaminones with Maleimides for Functionalized Aza-spiro α-Tetralones and Benzo[<i>e</i>]isoindoles via C–H Activation/C═C Bond Cleavage

Prasanta Roy, Divya Shrestha, Muhammad Saeed Akhtar, Yong Rok Lee

2023Organic Letters26 citationsDOI

Abstract

An unprecedented strategy for Rh-catalyzed C–H activation/C═C bond cleavage of enaminones is described for the construction of biologically interesting aza-spiro α-tetralones and benzo[ e ]isoindoles. This protocol provides diversely functionalized aza-spiro α-tetralones and benzo[ e ]isoindoles in good yields via a [4 + 2] annulation of the exomaleimides and maleimides. This strategy displays a good substrate scope, outstanding functional group tolerance, and excellent regioselectivity.

Topics & Concepts

TetralonesChemistryAnnulationCleavage (geology)CatalysisRegioselectivityBond cleavageStereochemistryCombinatorial chemistryMedicinal chemistryOrganic chemistryEngineeringFracture (geology)Geotechnical engineeringCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsCyclopropane Reaction Mechanisms
Rh-Catalyzed Annulation of Enaminones with Maleimides for Functionalized Aza-spiro α-Tetralones and Benzo[<i>e</i>]isoindoles via C–H Activation/C═C Bond Cleavage | Litcius