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Novel acid-mediated reactions of phenyl-substituted lactams
Authors:Frank D. King  Stephen Caddick
Affiliation:Department of Chemistry, University College, 20 Gordon Street, London WC1H 0AJ, UK
Abstract:Treatment of 3-phenylazetidin-2-one and 7-phenylazepin-2-one with triflic acid in benzene gave a novel, high yielding conversion to 3,3-diphenylpropionamide and 6,6-diphenylhexanoic acid amide, respectively. However, with AlCl3, 7-phenylazepin-2-one was converted into 3-phenylazepin-2-one via a retro-Beckman rearrangement.
Keywords:Lactam   Triflic acid   Aluminium chloride   Retro-Beckman   Rearrangement
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