Imide-Catalyzed Oxidation System: Sulfides to Sulfoxides and Sulfones

Imide-Catalyzed Oxidation System: Sulfides to Sulfoxides and Sulfones

A new combination system, the oxidation of sulfides using aqueous NaOCl in the presence of a catalytic amount of imide under two-phase conditions, has been developed. The combination effectively converts various sulfides to the corresponding sulfoxides and sulfones. It was deduced that the imide cou...

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Veröffentlicht in:Journal of organic chemistry 2010-07, Vol.75 (13), p.4629-4631
Hauptverfasser: Fukuda, Naohiro, Ikemoto, Tomomi
Format: Artikel
Sprache:eng
Schlagworte:
Catalysis
Imides - chemistry
Indicators and Reagents
Molecular Structure
Oxidation-Reduction
Sulfides - chemistry
Sulfoxides - chemistry
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Zusammenfassung:A new combination system, the oxidation of sulfides using aqueous NaOCl in the presence of a catalytic amount of imide under two-phase conditions, has been developed. The combination effectively converts various sulfides to the corresponding sulfoxides and sulfones. It was deduced that the imide could react with NaOCl to produce N-chloroimide, which would play roles of both the active oxidizing reagent and phase transfer catalyst.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo100719w