Abstract
A new and efficient method for the synthesis of lactones involving the application of an oxygen/benzaldehyde system as the oxidant and ionic liquids as solvents is reported. A significant rate enhancement was observed at 90 °C when the oxidation of ketones was carried out in the presence of a free radical initiator. The oxidation of model cyclic ketones, such as cyclopentanone, cyclohexanone, 2-methylcyclohexanone, 2-norbornone, 2-adamantanone and cycloheptanone gave lactones in high yields (84-90%) within relatively short periods of time, with the possibility of effective ionic liquids recycling. Additionally, discussion of the free radical mechanism of this reaction is proposed.
| Original language | English |
|---|---|
| Pages (from-to) | 2940-2943 |
| Number of pages | 4 |
| Journal | Tetrahedron |
| Volume | 66 |
| Issue number | 16 |
| DOIs | |
| Publication status | Published - 17 Apr 2010 |
Keywords
- Ionic liquids
- Ketones
- Lactones
- Oxidation
- Oxygen
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry
Fingerprint
Dive into the research topics of 'Baeyer-Villiger oxidation of ketones in ionic liquids using molecular oxygen in the presence of benzaldehyde'. Together they form a unique fingerprint.Cite this
- APA
- Author
- BIBTEX
- Harvard
- Standard
- RIS
- Vancouver