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Organocatalytic SuFEx click reactions of SO2F2
Yu Xie1, Muze Lin1, Zhihang Wei1
1School of Chemistry and Chemical Engineering/State Key Laboratory Incubation Base for Green Processing of Chemical Engineering, Shihezi University, Shihezi 832003, P. R. China. helin@shzu.edu.cn.
Abstract:
An organocatalytic method for the SuFEx click reaction of gaseous 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 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, avoiding the use of stoichiometric amounts of organosilicon reagents and excess bases.
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