Nickel-Catalyzed 3,3-Dialkynylation of 2-Aryl Acrylamides: Direct Access to <i>gem</i>-Diethynylethenes via Double Vinylic C–H Bond Activation
Tingxing Zhao, Xingwen Pu, Weiguo Han, Ge Gao
Abstract
-diethynylethenes is achieved by a Ni-catalyzed 3,3-dialkynylation of 2-aryl acrylamides with 1-bromotriisopropylsilylacetylene. The preliminary mechanism study reveals that the reaction goes through a sequential double vinylic C-H bond activation with the assistance of an 8-aminoquinolinyl directing group.
Topics & Concepts
ChemistryArylCatalysisDouble bondNickelMedicinal chemistryCombinatorial chemistryStereochemistryPolymer chemistryOrganic chemistryAlkylCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsCatalytic Alkyne Reactions