Synthesis of Sulfonyl Fluorides Using 4-Cyanopyridone as a Leaving Group
Sulfonyl fluoride (SO<sub>2</sub>F) has gained attention since sulfur-fluoride exchange was introduced in 2014. Existing SO<sub>2</sub>F synthesis methods face challenges such as the use of toxic gases and the generation of hydrogen fluoride. Here, we report a method using 4-cyanopyridone as a leaving group. This reaction works smoothly with diverse substrates, including aromatic, aliphatic, and sterically hindered compounds, as well as esters, amides, and heteroatoms, to overcome the limitations of traditional methods.
Authors
- Atsushi Tarui (ORCID: https://orcid.org/0009-0003-7461-2763)
- Masaaki Omote (ORCID: https://orcid.org/0000-0003-1210-1768)
- Shoki Hoshikawa (ORCID: https://orcid.org/0000-0002-2626-9732)
- Ryo Tsunokawa
- Kazuyuki Sato (ORCID: https://orcid.org/0000-0001-6572-602X)
- Motonori Shimizu
- Yukiko Karuo
- Kentaro Kawai
Institutions
- Setsunan University (JP)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2026-01-05
- DOI
- https://doi.org/10.1021/acs.joc.5c02499
- Primary Topic
- Sulfur-Based Synthesis Techniques
- Type
- article
- Field-Weighted Citation Impact
- 0.00