The Journal of organic chemistry

Simple reaction conditions for the formation of ketonitrones from ketones and hydroxylamines

JY Pfeiffer, AM Beauchemin

Index: Bourgeois, Joffre; Dion, Isabelle; Cebrowski, Pamela H.; Loiseau, Francis; Bedard, Anne-Catherine; Beauchemin, Andre M. Journal of the American Chemical Society, 2009 , vol. 131, p. 874 - 875

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Citation Number: 16

Abstract

The condensation of ketones and hydroxylamines to form ketonitrones was reinvestigated by using thermal conditions previously found to minimize hydroxylamine decomposition (t- BuOH, 110° C). This simple approach allows the formation of exocyclic, acyclic, and α, β- unsaturated ketonitrones with benzylic, linear, and branched nitrogen substituents in modest to excellent isolated yields.