Pentafluorosulfanoxylation of Hypervalent Chlorines and Bromines for Access to Pentafluoro(biaryloxy)-λ<sup>6</sup>-sulfanes
The SF<sub>5</sub>O group has been less explored as a highly fluorinated substituent on an organic framework. In fact, only a few SF<sub>5</sub>O-containing compounds have been reported, and the preparation of SF<sub>5</sub>O-containing compounds relied on hazardous reagents and special apparatuses. Herein we describe safe and efficient access to various pentafluoro(aryloxy)-λ<sup>6</sup>-sulfanes (ArOSF<sub>5</sub>) through the reaction of hypervalent λ<sup>3</sup>-chlor(brom)anes with [Et<sub>3</sub>MeN]<sup>+</sup>[OSF<sub>5</sub>]<sup>-</sup>. The synthetic and application potentials of ArOSF<sub>5</sub> moieties were demonstrated by the inertness of OSF<sub>5</sub> moieties in the presence of palladium catalysts, alkalis, and nucleophiles.
Authors
- Feng‐Ling Qing (ORCID: https://orcid.org/0000-0002-7082-756X)
- Jia‐Yi Shou
Institutions
- Shanghai Institute of Organic Chemistry (CN)
- University of Chinese Academy of Sciences (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-03-11
- DOI
- https://doi.org/10.1021/acs.orglett.5c00831
- Citations
- 10
- Primary Topic
- Fluorine in Organic Chemistry
- Type
- article
- Field-Weighted Citation Impact
- 7.91
Funders
- National Natural Science Foundation of China
- National Key Research and Development Program of China