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Construction of polysubstituted pentafulvenes <i>via</i> palladium-catalyzed deacetylation of enones

Lingjun Li, Xing Wang, Hui Xu, Hui‐Xiong Dai

2023Chemical Communications10 citationsDOI

Abstract

palladium-catalyzed deacetylative [2+2+1] annulation of enones with alkynes. Aryl-, alkenyl-, and alkyl-substituted α,β-enones were suitable substrates, affording the pentafulvene products in moderate to good yields. This protocol shows excellent compatibility with sensitive halides, free hydroxyl groups, and heterocycles. One-pot gram-scale synthesis and further applications in the late-stage modification of natural products demonstrate the synthetic utility of this method.

Topics & Concepts

CatalysisChemistryAnnulationHalidePalladiumArylCombinatorial chemistryAlkylOrganic chemistryAcetylationGeneBiochemistryCatalytic C–H Functionalization MethodsSulfur-Based Synthesis TechniquesRadical Photochemical Reactions
Construction of polysubstituted pentafulvenes <i>via</i> palladium-catalyzed deacetylation of enones | Litcius