[HYDROXY(SULFONYLOXY)IODO]-2,2,2-TRIFLUOROETHANES, CF3CH2I(OH)OSO(2)R- STABLE, FLUOROALKYL ANALOGS OF KOSERS REAGENT

Authors
ZHDANKIN VV KUEHL CJ SIMONSEN AJ
Citation
Vv. Zhdankin et al., [HYDROXY(SULFONYLOXY)IODO]-2,2,2-TRIFLUOROETHANES, CF3CH2I(OH)OSO(2)R- STABLE, FLUOROALKYL ANALOGS OF KOSERS REAGENT, Tetrahedron letters, 36(13), 1995, pp. 2203-2206
Citations number
18
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
36
Issue
13
Year of publication
1995
Pages
2203 - 2206
Database
ISI
SICI code
0040-4039(1995)36:13<2203:[C>2.0.ZU;2-G
Abstract
-[Hydroxy(sulfonyloxy)iodo]-2,2,2-trifluoroethanes [CF3CH2I(OH)OSO(2)R ; R = CH3, CF3, p-CH3C6H4] can be prepared in two steps from trifluoro ethyliodide by oxidation with pertrifluoroacetic acid and subsequent r eaction with TsOH,MsOH, or Me(3)SiOTf. Reaction of the tosylate deriva tive 3 with silyl enol ethers affords alpha-tosyloxyketones, while tri flate 5 smoothly reacts with trimethylsilylbenzene to give the respect ive trifluoroethyl(phenyl)iodonium triflate 8.