Access to Divergent Fluorinated Enynes and Arenes via Palladium-Catalyzed Ring-Opening Alkynylation of <i>gem</i>-Difluorinated Cyclopropanes
Ebrahim‐Alkhalil M. A. Ahmed, Ayman M. Y. Suliman, Tian‐Jun Gong, Yao Fu
Abstract
Herein, we describe a palladium-catalyzed alkynylation of gem-difluorinated cyclopropanes via C–C bond activation/C–F bond cleavage, followed by C–C(sp) coupling. The new approach proceeds with broad substrate scope under mild reaction conditions, whereas both 1,1-disubstituted and complex-molecule-modified gem-difluorinated cyclopropanes react smoothly with high stereoselectivity. The developed method provides efficient and convenient ways access to diversity of important fluorinated enynes and arenes by slightly modification of the reaction conditions.
Topics & Concepts
ChemistryAlkynylationCatalysisPalladiumRing (chemistry)StereoselectivityCombinatorial chemistryBond cleavageCleavage (geology)Substrate (aquarium)Medicinal chemistryStereochemistryOrganic chemistryGeotechnical engineeringOceanographyEngineeringFracture (geology)GeologyCyclopropane Reaction MechanismsFluorine in Organic ChemistryCatalytic C–H Functionalization Methods