Abstract
Fluorination of select 2,5-diarylthiazoles using the N-F reagent N-fluorobenzenesulfonimide (NFSI) has led to the formation of both the anticipated 4-fluorothiazole as well as a unique 4,4,5-trifluorothiazole. Selective monofluorination is best achieved using bromobenzene as solvent at 155 °C, while trifluorination is best achieved by performing the reaction without solvent at 135-140 °C. An X-ray crystal structure has been obtained on one of the trifluorinated products.
Original language | English (US) |
---|---|
Pages (from-to) | 1025-1028 |
Number of pages | 4 |
Journal | Tetrahedron Letters |
Volume | 54 |
Issue number | 8 |
DOIs | |
State | Published - Feb 20 2013 |
Keywords
- Fluorination
- N-F reagents
- NFSI
- Solvent free reaction
- Thiazole
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry