Reaction of vinyl sulfoxides with sodium sulfide and polysulfides |
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| Authors: | N. A. Chernysheva N. K. Gusarova S. V. Yas’ko L. M. Sinegovskaya B. A. Trofimov |
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| Affiliation: | (1) Favorskii Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, ul. Favorskogo 1, Irkutsk, 664033, Russia |
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| Abstract: | Sodium sulfide and polysulfides readily (50–55°C, 3 h, aqueous medium) react with alkyl vinyl sulfoxides to afford bis(alkylsulfinylethyl)sulfides and-polysulfides in up to 75% yield. Under comparable conditions the reaction of divinyl sulfoxide with sodium sulfide proceeds by the mechanism of addition-cyclization and results in 1,4-dithiane-1-oxide and 1,4-oxathiane-4-oxide. Microwave activation of the studied reactions allows to increase their rate and efficiency. |
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