Novel acid-mediated reactions of phenyl-substituted lactams

作者：King Frank D^*; Caddick Stephen

来源：Tetrahedron Letters, 2011, 52(50): 6783-6784.

DOI：10.1016/j.tetlet.2011.10.032

• Lactam
• Triflic acid
• Aluminium chloride
• Retro-Beckman
• Rearrangement

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 AlCl(3), 7-phenylazepin-2-one was converted into 3-phenylazepin-2-one via a retro-Beckman rearrangement.

• 出版日期2011-12-14