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Simple Reaction Conditions for the Formation of Ketonitrones from Ketones and Hydroxylamines

Jennifer Y. Pfeiffer and André M. Beauchemin

*Centre for Catalysis Research and Innovation, Department of Chemistry, University of Ottawa, 10 Marie Curie, Ottawa, Ontario, Canada, K1N 6N5, Email: andre.beaucheminuottawa.ca

J. Y. Pfeiffer A. M. Beauchemin, J. Org. Chem., 2009, 74, 8381-8383.

DOI: 10.1021/jo901653d


Abstract

Simple thermal conditions, previously found to minimize hydroxylamine decomposition (t-BuOH, 110 °C), allow the condensation of ketones and hydroxylamines to form exocyclic, acyclic, and α,β-unsaturated ketonitrones with benzylic, linear, and branched nitrogen substituents in modest to excellent isolated.

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Key Words

Nitrones


ID: J42-Y2009-3220