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Synthesis 1995; 1995(3): 312-316
DOI: 10.1055/s-1995-4428
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[Hydroxy(sulfonyloxy)iodo]perfluoroalkanes: New and Convenient Reagents for the Preparation of Fluoroalkyl(aryl)iodonium Salts

Chris J. Kuehl, Jason T. Bolz, Viktor V. Zhdankin*
  • *Department of Chemistry, University of Minnesota-Duluth, Duluth, Minnesota 55812, USA, Fax +1(218)7267394; E-mail VZHDANKI@ub.d.umn.edu
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Publication History

Publication Date:
31 December 2000 (online)

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[Hydroxy(sulfonyloxy)iodo]perfluoroalkanes (CnF2n+1I+OH⋅-OSO2R, n=2,3,4,6,8; R=Me, p-MeC6H4, CF3) can be prepared in two steps from the corresponding perfluoroalkyliodides by oxidation with trifluoroperacetic acid and subsequent reaction with MeSO2OH, p-MeC6H4SO2OH, or Me3SiOSO2CF3. These compounds react with trimethylsilyl-substituted arenes under mild conditions forming the corresponding perfluoroalkyl(aryl)iodonium salts in good yield.

[hydroxy(sulfonyloxy)iodo]perfluoroalkanes - perfluoroalkyl(aryl)iodonium salts - perfluoroalkyliodides - polyvalent iodine - iodonium salts