Organocatalytic SuFEx click reactions of SO 2 F 2

An organocatalytic method for the SuFEx click reaction of gaseous SO F is described. Different organic bases such as DBU, TBD, triethylamine and Hünig's base can efficiently catalyze the SuFEx of SO F with various phenols to produce aryl fluorosulfates in 61-97% yields. Under the same condition...

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Veröffentlicht in:Organic & biomolecular chemistry 2025
Hauptverfasser: Xie, Yu, Lin, Muze, Wei, Zhihang, Cai, Zhihua, He, Lin, Du, Guangfen
Format: Artikel
Sprache:eng
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Zusammenfassung:An organocatalytic method for the SuFEx click reaction of gaseous SO F is described. Different organic bases such as DBU, TBD, triethylamine and Hünig's base can efficiently catalyze the SuFEx of SO F with various phenols to produce aryl fluorosulfates in 61-97% yields. Under the same conditions, pyridone, pyrazolone and amines can also react with SO F 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.
ISSN:1477-0520
1477-0539
DOI:10.1039/d4ob01844c