Improved conditions for the synthesis of tertiary fluorides using a KF/H2SO4 combination
• Improved conditions for the synthesis of tertiary fluorides is reported. • Conditions employ cheap and readily available reagents. • Starting substrates include alcohols, alkenes, acetates and ethers. • Selective for the synthesis of tertiary fluorides over primary and secondary ones. In this paper, we report the deoxyfluorination of tertiary alcohol using a simple combination of potassium fluoride and sulfuric acid. These cheap and widely available reagents allow for the synthesis of tertiary fluorides in good to excellent yields. Extension of the reaction to other functional groups such as alkenes, acetates and ethers have also been studied.
Authors
- Mathieu Pucheault (ORCID: https://orcid.org/0000-0002-7001-2803)
- Laurent Chabaud (ORCID: https://orcid.org/0000-0002-2590-8707)
- Xavier Bertrand (ORCID: https://orcid.org/0000-0002-8028-1396)
- Jean‐François Paquin (ORCID: https://orcid.org/0000-0003-2412-3083)
- Océane Meryem Col
- Doria Aissaoui
Institutions
- Centre National de la Recherche Scientifique (FR)
- Université de Bordeaux (FR)
- Institut des Sciences Moléculaires (FR)
- PROTEO (CA)
- Institut Polytechnique de Bordeaux (FR)
- Université Laval (CA)
Publication Details
- Journal
- Journal of Fluorine Chemistry
- Published
- 2024-08-30
- DOI
- https://doi.org/10.1016/j.jfluchem.2024.110338
- Citations
- 2
- Primary Topic
- Fluorine in Organic Chemistry
- Type
- article
- Field-Weighted Citation Impact
- 0.42
Funders
- Université Laval
- Centre National de la Recherche Scientifique
- Université de Bordeaux
- Campus France
- Natural Sciences and Engineering Research Council of Canada
- Fonds de recherche du Québec – Nature et technologies