Boronic acid-mediated ring-opening and Ni-catalyzed arylation of 1-arylcyclopropyl tosylates
L. Reginald Mills, John J. Monteith, Sophie A. L. Rousseaux
Abstract
Herein, we describe a protocol for the ring-opening arylation of 1-arylcyclopropyl tosylates, in which boronic acids promote ring-opening and a Ni catalyst facilitates arylation in high regioselectivity. A number of 2-arylated allyl derivatives are synthesized, which are relevant motifs found in biologically active molecules.
Topics & Concepts
RegioselectivityRing (chemistry)CatalysisChemistryBoronic acidCombinatorial chemistryMoleculeOrganic chemistryCatalytic C–H Functionalization MethodsCyclopropane Reaction MechanismsCatalytic Cross-Coupling Reactions