title: Oxidation of α-oxo-oximes to nitrile oxides with hypervalent iodine reagents.
abstract: Upon reaction with PhI(OAc)(2), α-oxo-aldoximes are oxidized to α-oxo-nitrile oxides, while α-oxo-ketoximes are converted into nitrile oxides via the oxidative cleavage of the carbonyl-imino σ bond. The nitrile oxides thus formed were trapped with norbornene or styrene in good yield. α,α'-Dioxo-ketoximes react less efficiently.
authors.affiliation: Department of Chemistry, The University of British Columbia, 2036 Main Mall, Vancouver, BC V6T 1Z1, Canada.
authors.forename: Tim
authors.initials: T
authors.lastname: Jen
authors.forename: Brian A
authors.initials: BA
authors.lastname: Mendelsohn
authors.forename: Marco A
authors.initials: MA
authors.lastname: Ciufolini
mesh_terms: D007202:Indicators and Reagents; D007455:Iodine / Q000737:chemistry*; D015394:Molecular Structure; D009570:Nitriles / Q000737:chemistry*; D010084:Oxidation-Reduction; D010087:Oxides / Q000737:chemistry*; D010091:Oximes / Q000737:chemistry*
chemical_list: D007202:Indicators and Reagents; D009570:Nitriles; D010087:Oxides; D010091:Oximes; D007455:Iodine