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Palladium-Catalyzed Ligand-Enabled Cyclization of Substituted Aliphatic Carboxylic Acids with Allylic Electrophiles

Gouranga Naskar, Masilamani Jeganmohan

2024Organic Letters12 citationsDOI

Abstract

)-H bond of aliphatic carboxylic acids with allylic electrophiles providing five-membered γ-lactones in good to excellent yields is demonstrated. An acetyl-protected aminoethyl phenyl thioether ligand is used to promote the C-H activation reaction. A diverse range of allylic electrophiles such as allyl alcohols, allyl acetates, allyl sulfones, allyl phosphonate, allyl amine, and allyl ester have been utilized for this reaction. A feasible reaction mechanism has been proposed to account for the present cyclization reaction.

Topics & Concepts

ChemistryPalladiumAllylic rearrangementElectrophileCatalysisLigand (biochemistry)Combinatorial chemistryOrganic chemistryMedicinal chemistryReceptorBiochemistryCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsCatalytic Alkyne Reactions
Palladium-Catalyzed Ligand-Enabled Cyclization of Substituted Aliphatic Carboxylic Acids with Allylic Electrophiles | Litcius