Development of a HAT Reagent for the Decarboxylative Thiocyanation of Aliphatic Carboxylic Acids
A novel reagent for the decarboxylative thiocyanation of nonactivated aliphatic carboxylic acids by HAT has been synthesized. The transition metal-free process involved the use of an organic photocatalyst and blue light irradiation. Primary, secondary and tertiary aliphatic carboxylic acids as well as amino carboxylic acids and fatty carboxylic acids were converted to the corresponding thiocyanates in good to excellent yields. The scalability of the process was demonstrated in continuous flow chemistry, enabling rapid access to high value-added thiocyanates as building blocks.
Authors
- Jordan Vigier
- Tatiana Besset (ORCID: https://orcid.org/0000-0003-4877-5270)
- H. Lebel (ORCID: https://orcid.org/0000-0001-8835-5786)
Institutions
- Centre National de la Recherche Scientifique (FR)
- Institute of Catalysis and Petrochemistry (RU)
- Normandie Université (FR)
- Centre in Green Chemistry and Catalysis (CA)
- Université de Rouen Normandie (FR)
- Université de Montréal (CA)
- Institut National des Sciences Appliquées Rouen Normandie (FR)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-08-28
- DOI
- https://doi.org/10.1021/acs.orglett.5c02821
- Citations
- 1
- Primary Topic
- Sulfur-Based Synthesis Techniques
- Type
- article
- Field-Weighted Citation Impact
- 0.94
Funders
- Agence Nationale de la Recherche
- Mitacs
- Centre National de la Recherche Scientifique
- Université de Montréal
- Université de Rouen
- Institut National des Sciences Appliquées Rouen
- Région Normandie
- Natural Sciences and Engineering Research Council of Canada
- Fonds de recherche du Québec – Nature et technologies
- European Regional Development Fund