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40.1.1.4.2.2 Method 2: Beckmann Rearrangement

DOI: 10.1055/sos-SD-040-00241

Purchase, R.; Sainsbury, M.Science of Synthesis, (200940393.

The much more important Beckmann rearrangement typically involves the protonation of an oxime 146 thereby causing the subsequent loss of water and a concomitant migration, from carbon to nitrogen, of the group located anti to the original hydroxy function. The iminium cation 147, or its equivalent, that is then formed is hydrolyzed, in situ, to give the corresponding amide 148 (Scheme 43).

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