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Palladium-Catalyzed [3 + 2] Annulation of <i>ortho-</i>Substituted Iodoarenes with Maleimides via a Consecutive Double Heck-type Strategy

Jakkula Naveen, Gedu Satyanarayana

2023The Journal of Organic Chemistry10 citationsDOI

Abstract

Herein, we report an efficient [3 + 2] annulation of ortho -substituted iodoarenes with maleimides via a palladium-catalyzed consecutive double Heck-type strategy, leading to fused tricyclic frameworks of pharmaceutical relevance. The protocol ensued through consecutive inter- and intramolecular Heck couplings effectively. This approach was compatible with a large variety of substrates and functional groups, and it was remarkably tolerated with unprotected maleimide.

Topics & Concepts

AnnulationPalladiumIntramolecular forceHeck reactionCatalysisChemistryMaleimideCombinatorial chemistryTricyclicOrganic chemistryCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsSynthesis and Catalytic Reactions
Palladium-Catalyzed [3 + 2] Annulation of <i>ortho-</i>Substituted Iodoarenes with Maleimides via a Consecutive Double Heck-type Strategy | Litcius