Categories: C-S Bond Formation >
Synthesis of sulfonyl fluorides
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Recent Literature
A one-pot Pd-catalyzed reaction of aryl iodides with DABSO and Selectfluor
provides aryl sulfonyl fluorides in good yields. Additionally, sulfonyl
fluorides can be converted to aryl sulfonamides and sulfonic esters using Cs2CO3
under mild conditions.
A. L. Tribby, I. Rodríguez, S. Shariffudin, N. D. Ball, J. Org. Chem.,
2017, 82, 2294-2299.
In a copper-free Sandmeyer-type fluorosulfonylation reaction with Na2S2O5
as the sulfur dioxide source and Selectfluor as fluorine source, aryldiazonium
salts are transformed into sulfonyl fluorides. In situ diazotization enables the
use of aromatic amines as substrates. The method offers broad functional group
tolerance, gram-scale synthesis and late-stage fluorosulfonylation.
T. Zhong, M.-K. Pang, Z.-D. Chen, B. Zhang, J. Weng, G. Lu,
Org. Lett., 2020, 22, 2941-2945.
A general and practical copper-catalyzed fluorosulfonylation reaction of a
wide range of arenediazonium salts provides arenesulfonyl fluorides using the
1,4-diazabicyclo[2.2.2]octane-bis(sulfur dioxide) adduct as a convenient
sulfonyl source in combination with KHF2.
Y. Liu, D. Yu, Y. Guo, J.-C. Xiao, Q.-Y. Chen, C. Liu,
Org. Lett., 2020, 22, 2281-2286.
