Title | Oxidation of Oximes to Nitrile Oxides with Hypervalent Iodine Reagents |
Publication Type | Journal Article |
Year of Publication | 2009 |
Authors | Mendelsohn, BA, Lee, S, Kim, S, Teyssier, F, Aulakh, VS, Ciufolini, MA |
Journal | Organic Letters |
Volume | 11 |
Pagination | 1539-1542 |
Date Published | Apr |
Type of Article | Article |
ISBN Number | 1523-7060 |
Keywords | AMIDATION, CARBONYL-COMPOUNDS, CHEMISTRY, CONVERSION, DESS-MARTIN PERIODINANE, DIRECTIONS, FR901483, PHENOLS, TOSYLATES, TOSYLHYDRAZONES |
Abstract | Iodobenzene diacetate in MeOH containing a catalytic amount of TFA efficiently oxidizes aldoximes to nitrile oxides. The latter may be trapped in situ with olefins in a bimolecular or an intramolecular mode. The new method enables the execution of tandem oxidative dearomatization of phenols/intramolecular nitrile oxide cycloaddition sequences leading to useful synthetic intermediates. |
URL | <Go to ISI>://000264622600020 |