Efficient and Environmentally Benign Oxidative Cleavage of Pyrrolidine-2-methanols to γ-Lactams Using 2-Iodobenzamide as a Catalyst and Oxone

Chem Pharm Bull (Tokyo). 2024;72(1):75-79. doi: 10.1248/cpb.c23-00742.

Abstract

The oxidative cleavage reaction of pyrrolidine-2-methanols to γ-lactams has been described. In this reaction, [4-iodo-3-(isopropylcarbamoyl)phenoxy]acetic acid and powdered Oxone (2KHSO5·KHSO4·K2SO4) were employed as the catalyst and co-oxidant, respectively. The reaction is efficient and environmentally benign because it produces various lactams from readily available substrates in moderate to excellent yields using organocatalyst and inorganic non-toxic co-oxidant.

Keywords: Oxone; environmentally benign oxidation; hypervalent iodine; lactam; oxidative cleavage.

MeSH terms

  • Methanol*
  • Oxidants
  • Oxidation-Reduction
  • Sulfuric Acids*

Substances

  • potassium peroxymonosulfuric acid
  • Methanol
  • Sulfuric Acids
  • Oxidants