title: A Domino Oxidation/Arylation/Protodecarboxylation Reaction of Salicylaldehydes: Expanded Access to meta-Arylphenols.
abstract: A method that allows salicylaldehydes to be efficiently transformed into meta-arylated phenol derivatives through a cascade oxidation/arylation/protodecarboxylation sequence is presented. We demonstrate that the aldehyde functional group can be used as a convenient removable directing group to control site selectivity in C-H activation. Aldehydes are easily introduced into the starting materials and the group is readily cleaved after the C-H functionalization event.
authors.affiliation: School of Chemistry, University of Manchester, Oxford Road, Manchester, M13 9PL, UK.|School of Biological and Chemical Science, Queen Mary University of London, Mile End Road, London, E1 4NS, UK.
authors.forename: Junfei
authors.initials: J
authors.lastname: Luo
authors.affiliation: School of Biological and Chemical Science, Queen Mary University of London, Mile End Road, London, E1 4NS, UK.
authors.forename: Sara
authors.initials: S
authors.lastname: Preciado
authors.affiliation: School of Biological and Chemical Science, Queen Mary University of London, Mile End Road, London, E1 4NS, UK.
authors.forename: Solomon Olatokunbo
authors.initials: SO
authors.lastname: Araromi
authors.affiliation: School of Chemistry, University of Manchester, Oxford Road, Manchester, M13 9PL, UK. igor.larrosa@manchester.ac.uk.
authors.forename: Igor
authors.initials: I
authors.lastname: Larrosa
mesh_terms: D000447:Aldehydes / Q000737:chemistry*; D002244:Carbon / Q000737:chemistry; D002384:Catalysis; D006859:Hydrogen / Q000737:chemistry; D010084:Oxidation-Reduction; D010636:Phenols / Q000737:chemistry*; D028561:Transition Elements / Q000737:chemistry*; D014466:Ultraviolet Rays
chemical_list: D000447:Aldehydes; D010636:Phenols; D028561:Transition Elements; C013243:salicylaldehyde; D002244:Carbon; D006859:Hydrogen
keywords: C−H activation; arylation; meta-selective; phenols; salicylaldehydes