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Abstract
An organocatalytic method for silicon-free SuEEx click reaction of SO2F2 is described. Different organic bases such as DBU, TBD, triethylamine and Hünig’s base can efficiently catalyze the SuFEx of SO2F2 with various phenols to produce aryl fluorosulfates in 61-97% yields. Under the same conditions, pyridone, pyrazolone and secondary amines can also react with SO2F2 to afford the corresponding heteroaryl fluorosulfates or sulfamoyl fluorides in good yields. In this process, molecular sieves absorb the acidic HF efficiently, which avoid the using of stoichiometric amount of silicon reagents and excess of bases.
Supplementary materials
Title
Supporting Information for Organocatalytic silicon-free SuFEx click reactions of SO2F2
Description
Includes general information, general procedure for the synthesis of fluorosulfates and sulfamoyl fluorides, optimization of reaction conditions, scale-up experiments, and copies of NMR spectra.
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