Organocatalytic SuFEx click reactions of SO<sub>2</sub>F<sub>2</sub>
An organocatalytic method for the SuFEx click reaction of gaseous SO<sub>2</sub>F<sub>2</sub> is described. Different organic bases such as DBU, TBD, triethylamine and Hünig's base can efficiently catalyze the SuFEx of SO<sub>2</sub>F<sub>2</sub> with various phenols to produce aryl fluorosulfates in 61-97% yields. Under the same conditions, pyridone, pyrazolone and amines can also react with SO<sub>2</sub>F<sub>2</sub> to afford the corresponding heteroaryl fluorosulfates or sulfamoyl fluorides in good yields. In this process, molecular sieves absorb the acidic HF efficiently, avoiding the use of stoichiometric amounts of organosilicon reagents and excess bases.
Authors
- Zhihua Cai (ORCID: https://orcid.org/0000-0002-4861-7056)
- Guangfen Du (ORCID: https://orcid.org/0000-0001-9695-2708)
- Yu Xie (ORCID: https://orcid.org/0009-0002-2689-1123)
- Lin He (ORCID: https://orcid.org/0000-0003-1767-9980)
- Muze Lin
- Zhihang Wei
Institutions
- Shihezi University (CN)
Publication Details
- Journal
- Organic & Biomolecular Chemistry
- Published
- 2024-12-13
- DOI
- https://doi.org/10.1039/d4ob01844c
- Primary Topic
- Fluorine in Organic Chemistry
- Type
- article
- Field-Weighted Citation Impact
- 0.00