Gold‐Catalyzed Synthesis of Substituted 4‐Pentafluorosulfanyl‐1,3‐Oxazoles
This work reports the first synthesis of pentafluorosulfanylated oxazoles through a gold(I)‐catalyzed cyclization of SF 5 ‐alkynes and nitriles. It describes 18 examples of 4‐SF 5 ‐oxazoles with NMR yield ranging from 3% to 75%. While the isolation of the pure pentafluorosulfanylated oxazoles proves challenging, the fluorinated heterocycles can nonetheless be obtained in yields between 14% and 52%, opening the door for their use as a novel fluorine‐containing scaffold.
Authors
- Guillaume Bélanger‐Chabot (ORCID: https://orcid.org/0000-0001-5722-2657)
- Pascal Paquin
- Jean‐François Paquin (ORCID: https://orcid.org/0000-0003-2412-3083)
- Nicolas DeGrâce
Institutions
- Université Laval (CA)
Publication Details
- Journal
- European Journal of Organic Chemistry
- Published
- 2025-06-11
- DOI
- https://doi.org/10.1002/ejoc.202500348
- Citations
- 1
- Primary Topic
- Fluorine in Organic Chemistry
- Type
- article
- Field-Weighted Citation Impact
- 0.79
Funders
- Université Laval
- Canada Foundation for Innovation
- Natural Sciences and Engineering Research Council of Canada
- Fonds de recherche du Québec – Nature et technologies