Tetrahedron letters

Synthesis of functionalized nitroalkanes by oxidation of oximes with urea-hydrogen peroxide complex and trifluoroacetic anhydride

R Ballini, E Marcantoni, M Petrini

Index: Ballini, Roberto; Marcantoni, Enrico; Petrini, Marino Tetrahedron Letters, 1992 , vol. 33, # 33 p. 4835 - 4838

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Citation Number: 53

Abstract

Abstract Reaction of urea-hydrogen peroxide complex with trifluoroacetic anhydride in acetonitrile at 0 C affords in a safe and easy fashion anhydrous solutions of peroxytrifluoroacetic acid. These can be used to oxidize aldoximes to nitroalkanes in good yields. Ketoximes fail to react in these conditions and are cleaved to the parent carbonyl compounds.