|Title||Oxidation of alpha-Oxo-Oximes to Nitrile Oxides with Hypervalent Iodine Reagents|
|Publication Type||Journal Article|
|Year of Publication||2011|
|Authors||Jen, T, Mendelsohn, BA, Ciufolini, MA|
|Journal||JOURNAL OF ORGANIC CHEMISTRY|
|Date Published||JAN 21|
Upon reaction with PhI(OAc)(2), alpha-oxo-aldoximes are oxidized to alpha-oxo-nitrile oxides, while alpha-oxo-ketoximes are converted into nitrile oxides via the oxidative cleavage of the carbonyl-imino sigma bond. The nitrile oxides thus formed were trapped with norbornene or styrene in good yield. alpha,alpha'-Dioxo-ketoximes react less efficiently.