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Beckmann Rearrangement of Oximes under Very Mild Conditions

Lidia De Luca, Giampaolo Giacomelli* and Andrea Porcheddu

*Dipartimento di Chimica, UniversitÓ degli Studi di Sassari, Via Vienna 2, I-07100 Sassari, Italy, Email: ggpuniss.it

L. De Luca, G. Giacomelli, A. Porcheddu, J. Org. Chem., 2002, 67, 6272-6274.

DOI: 10.1021/jo025960d (free Supporting Information)


Abstract

Different ketoximes, which are prepared from the corresponding ketones, undergo the Beckmann rearrangement at room temperature in excellent yields upon treatment with 2,4,6-trichloro[1,3,5]triazine in N,N-dimethylformamide. Nitriles are obtained from aldoximes using the same procedure.


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proposed mechanism



Key Words

Beckmann Rearrangement, Nitriles


ID: J42-Y2002-790