Rhodium(III)‐Catalyzed Synthesis of Skipped Enynes via C(sp<sup>3</sup>)–H Alkynylation of Terminal Alkenes
Franco Della‐Felice, Margherita Zanini, Xiaoming Jie, Eric Tan, Antonio M. Echavarren
Abstract
-catalyzed allylic C-H alkynylation of non-activated terminal alkenes leads selectively to linear 1,4-enynes at room-temperature. The catalytic system tolerates a wide range of functional groups without competing functionalization at other positions. Similarly, the vinylic C-H alkynylation of α,β- and β,γ- unsaturated amides gives conjugated Z-1,3-enynes and E-enediynes.
Topics & Concepts
AlkynylationAllylic rearrangementCatalysisTerminal (telecommunication)ChemistryRhodiumConjugated systemSurface modificationStereochemistryMedicinal chemistryCombinatorial chemistryOrganic chemistryComputer sciencePhysical chemistryTelecommunicationsPolymerCatalytic C–H Functionalization MethodsCatalytic Alkyne ReactionsCatalytic Cross-Coupling Reactions