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: nemai_gyahoo.co.in
N. C. Ganguly, P. Mondal, Synthesis, 2010, 3705-3709.
DOI: 10.1055/s-0030-1258217
Abstract
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