Iron-Catalyzed Intramolecular C(sp<sup>3</sup>)-H Lactonization of Hydroxamate Derivatives Promoted by a 1,5-HAT
Hugo Esteves, Tania Xavier, Sonia Lajnef, Fabienne Peyrot, Guillaume Lefèvre, Guillaume Prestat, Farouk Berhal
Abstract
An iron-catalyzed lactonization reaction via intramolecular C(sp 3 )-H functionalization is described. The process employs easily accessible hydroxamate derivatives from which the noncommon insertion of the oxygen occurred through a 1,5-hydrogen atom transfer. A mixture of water and hexafluoroisopropanol as solvent appeared to be the key parameter of this transformation to reach a high selectivity and efficiency.
Topics & Concepts
Intramolecular forceCatalysisChemistrySelectivityMedicinal chemistrySolventSurface modificationHydrogen atomStereochemistryOrganic chemistryPhysical chemistryAlkylCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsAsymmetric Hydrogenation and Catalysis