<i>Ortho</i>-Selective amination of arene carboxylic acids <i>via</i> rearrangement of acyl <i>O</i>-hydroxylamines
James E. Gillespie, Nelson Y. S. Lam, Robert J. Phipps
Abstract
Aromatic acyl O -hydroxylamines, synthesised in one straightforward step, undergo rearrangement under simple conditions to give ortho -aminated arenes. For benzoic acid-derived substrates, this leads directly to unprotected anthranilic acids.
Topics & Concepts
AminationChemistryCarboxylic acidCarroll rearrangementMedicinal chemistryOrganic chemistryStereochemistrySigmatropic reactionCatalysisSynthesis and Catalytic ReactionsCatalytic C–H Functionalization MethodsAsymmetric Hydrogenation and Catalysis