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Efficient Iodine-Mediated Beckmann Rearrangement of Ketoximes to Amides under Mild Neutral Conditions

Nemai C. Ganguly*, Pallab Mondal

*Department of Chemistry, University of Kalyani, Kalyani 741235, WB, India, Email:

N. C. Ganguly, P. Mondal, Synthesis, 2010, 3705-3709.

DOI: 10.1055/s-0030-1258217


Aryl ketoximes readily underwent Beckmann rearrangement to give N-substituted amides in excellent yields on electrophilic activation by elemental iodine in anhydrous acetonitrile under reflux. The main advantages of this environmentally friendly protocol include a high selectivity, mild neutral conditions, procedural simplicity, and particularly ease of isolation of the products.

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Key Words

rearrangements, amides, ketoximes, catalysis, Beckmann rearrangement

ID: J66-Y2010-3090