Synthesis of α-SF<sub>5</sub> Ketones by Oxypentafluorosulfanylation of Alkynes with SF<sub>5</sub>Cl and Oxygen
Herein for the first time, we disclose a practical and straightforward approach to access α-SF<sub>5</sub> ketones via direct oxypentafluorosulfanylation of alkynes with SF<sub>5</sub>Cl and oxygen under acidic conditions by one step. The protocol features mild reaction conditions, broad substrate scope, good functional group compatibility and can be applied to late-state functionalization of complex natural products and pharmaceuticals. A radical mechanism involving SF<sub>5</sub> radical addition to triple bonds followed by O<sub>2</sub> capture is proposed.
Authors
- Bo Sun (ORCID: https://orcid.org/0000-0002-1684-2566)
- Yuezhen Li
- Ping‐Xin Zhou
- Xuefang Shang (ORCID: https://orcid.org/0000-0003-1280-1553)
- Yingling Wang
- Lizhen Fang (ORCID: https://orcid.org/0000-0001-8594-4710)
- Xinqiang Tan (ORCID: https://orcid.org/0000-0003-2200-9340)
- Xiaojing Wang (ORCID: https://orcid.org/0000-0002-6825-5304)
- Jianmei Yuan
- Ziyou Hao
Institutions
- Henan Medical University (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-03-18
- DOI
- https://doi.org/10.1021/acs.orglett.5c00884
- Citations
- 2
- Primary Topic
- Fluorine in Organic Chemistry
- Type
- article
- Field-Weighted Citation Impact
- 1.58
Funders
- Natural Science Foundation of Henan Province
- Xinxiang Medical University