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

Hema Naga Lakshmi Perumalla, Tomoya Fujiwara, Maki Okada, Kanna Asakubo, Takashi Okitsu, Kengo Kasama, Hisanori Nambu, Takayuki Yakura*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

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.

Original languageEnglish
Pages (from-to)75-79
Number of pages5
JournalChemical and Pharmaceutical Bulletin
Volume72
Issue number1
DOIs
StatePublished - 2024/01/01

Keywords

  • Oxone
  • environmentally benign oxidation
  • hypervalent iodine
  • lactam
  • oxidative cleavage

ASJC Scopus subject areas

  • General Chemistry
  • Drug Discovery

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