Journal
ORGANIC LETTERS
Volume 19, Issue 19, Pages 5244-5247Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b02522
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Funding
- FWO (PhD Fellowship of the Research Foundation - Flanders)
- KU Leuven [OT/14/067]
- Hercules Foundation [AKUL1311]
- European Union's Horizon research and innovation program under the Marie Sklodowska-Curie grant [721290]
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A convenient transformation of phenols into the corresponding aryl fluorosulfates is presented: the first protocol to completely circumvent direct handling of gaseous sulfuryl fluoride (SO2F2). The proposed method employs 1,1'-sulfonyldiimidazole as a precursor to generate near-stoichiometric amounts of SO2F2 gas using a two-chamber reactor. With NMR studies, it was shown that this ex situ gas evolution is extremely rapid, and a variety of phenols and hydroxylated heteroarenes were fluorosulfated in good to excellent yields.
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