Baeyer–Villiger oxidation under Payne epoxidation conditions

Tyne D. Bradley, Andrei Dragan, Nicholas C.O. Tomkinson

Research output: Contribution to journalArticle

6 Citations (Scopus)
72 Downloads (Pure)

Abstract

A novel method for the Baeyer–Villiger oxidation of ketones has been developed and optimized. The transformation involves a transition metal-free activation of hydrogen peroxide under Payne epoxidation conditions. Reaction of a ketone with hydrogen peroxide in the presence of a nitrile under mildly basic reaction conditions leads to the corresponding ester. The transformation has been successfully applied to a range of ketones in moderate to excellent yields (30–91 and good to excellent regioselectivities (7:1 to 20:1).
Original languageEnglish
Pages (from-to)8155–8161
Number of pages7
JournalTetrahedron
Volume71
Issue number42
Early online date19 Aug 2015
DOIs
Publication statusPublished - 21 Oct 2015

Keywords

  • Baeyer–Villiger oxidation
  • Payne epoxidation
  • peroxy imidic acid
  • urea hydrogen peroxide
  • nitrile

Fingerprint Dive into the research topics of 'Baeyer–Villiger oxidation under Payne epoxidation conditions'. Together they form a unique fingerprint.

  • Cite this