Abstract

1-[Hydroxy(sulfonyloxy)iodo]-2,2,2-trifluoroethanes [CF 3CH 2I(OH)OSO 2R; R = CH 3, CF 3, p-CH 3C 6H 4] can be prepared in two steps from trifluoroethyliodide by oxidation with pertrifluoroacetic acid and subsequent reaction with TsOH, MsOH, or Me 3SiOTf. Reaction of the tosylate derivative 3 with silyl enol ethers affords α-tosyloxyketones, while triflate 5 smoothly reacts with trimethylsilylbenzene to give the respective trifluoroethyl(phenyl)iodonium triflate 8.

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