Issue 18, 1975

A new rearrangement of ketonic nitrones; a convenient alternative to the Beckmann rearrangement

Abstract

Ketonic nitrones are smoothly transformed by treatment with toluene-p-sulphonyl chloride in pyridine in the presence of some water into N-alkyl amides. The regiospecificity, stereospecificity, and mechanism of this new reaction have been investigated. The overall procedure provides a convenient alternative to the Beckmann rearrangement.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1975, 1764-1767

A new rearrangement of ketonic nitrones; a convenient alternative to the Beckmann rearrangement

D. H. R. Barton, M. J. Day, R. H. Hesse and M. M. Pechet, J. Chem. Soc., Perkin Trans. 1, 1975, 1764 DOI: 10.1039/P19750001764

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