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 language | English |
---|---|
Pages (from-to) | 8155–8161 |
Number of pages | 7 |
Journal | Tetrahedron |
Volume | 71 |
Issue number | 42 |
Early online date | 19 Aug 2015 |
DOIs | |
Publication status | Published - 21 Oct 2015 |
Keywords
- Baeyer–Villiger oxidation
- Payne epoxidation
- peroxy imidic acid
- urea hydrogen peroxide
- nitrile