Abstract
Recent achievements in the use of trifluoroperacetic acid (TFPAA) in consecutive Criegee rearrangement are covered in this review. Consecutive Criegee rearrangement promoted by TFPAA represents a new approach to this classic method in organic chemistry. The concept of selective double and triple O-insertion is described through the analysis of kinetic data, the overview of synthetic examples and studies of the reaction mechanisms. TFPAA in trifluoroacetic acid (TFAA) media is introduced as a specific reagent for consecutive Criegee rearrangement and for stable carboxonium ion generation. Heterolytic decarboxylation and bisperfluoroacyl peroxide synthesis are discussed as miscellaneous and useful reactions.
| Original language | English (US) |
|---|---|
| Pages (from-to) | 151-171 |
| Number of pages | 21 |
| Journal | Arkivoc |
| Volume | 2005 |
| Issue number | 4 |
| State | Published - May 18 2005 |
Keywords
- Baeyer-villiger reaction
- Carboxonium ion
- Criegee rearrangement
- Decarboxylation
- Oxygen insertion
- Peroxide
- Trifluoroperacetic acid