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Ex Situ Generation of Sulfuryl Fluoride for the Synthesis of Aryl Fluorosulfates

Tijdschriftbijdrage - Tijdschriftartikel

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.
Tijdschrift: Organic Letters
ISSN: 1523-7060
Issue: 19
Volume: 19
Pagina's: 5244 - 5247
Aantal pagina's: 4
Jaar van publicatie:2017
Trefwoorden:Organische en medische scheikunde