Abstract
Cyclic and linear ketones were readily oxidised with Oxone® at 40 °C in ionic liquids as solvents and short times (2.5-20 h), affording their corresponding lactones and esters in high yields (65-95%). Both, aprotic and protic ionic liquids were used. The best conversion of ketones and the highest yields of products were obtained with 1-buty-3-methylimidazolium tetrafluoroborate and 1-methylimidazolium acetate as solvents. These ionic liquids were also efficiently recycled in the Baeyer-Villiger reaction without significant loss of activity. Several factors, such as the partial solubility of KHSO5 in the ionic liquid, its viscosity and the presence of a proton in protic ionic liquids, have an influence on the course of the reaction.
| Original language | English |
|---|---|
| Pages (from-to) | 6212-6216 |
| Number of pages | 5 |
| Journal | Tetrahedron |
| Volume | 66 |
| Issue number | 32 |
| DOIs | |
| Publication status | Published - 7 Aug 2010 |
Keywords
- Baeyer-Villiger oxidation
- Esters
- Ionic liquids
- Lactones
- Oxone
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry
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