Improved Method for the Iodine(III)-Mediated Preparation of Aryl Sulfonimidates

One-pot hypervalent iodine-mediated oxidations of arylsulfinamides to arylsulfonimidates is reported. Contrary to the case of alkylsulfinamides, use of iodosobenzene was not satisfactory. The reaction worked best with diacetoxyiodosobenzene (DIB) and a mild base (MgO). The influence of substituents...

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Veröffentlicht in:Organic letters 2006-01, Vol.8 (2), p.337-339
Hauptverfasser: Felim, Anne, Toussaint, Aurélie, Phillips, Courtney R, Leca, Dominique, Vagstad, Anna, Fensterbank, Louis, Lacôte, Emmanuel, Malacria, Max
Format: Artikel
Sprache:eng
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Zusammenfassung:One-pot hypervalent iodine-mediated oxidations of arylsulfinamides to arylsulfonimidates is reported. Contrary to the case of alkylsulfinamides, use of iodosobenzene was not satisfactory. The reaction worked best with diacetoxyiodosobenzene (DIB) and a mild base (MgO). The influence of substituents on the iodine(III) reagent arene has been examined.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol052790t