Base-free oxidation of thiols to disulfides using selenium ionic liquid

We present here the results on the use of 1-n-butyl-3-methylimidazolium methylselenite, [bmim][SeO2(OCH3)], in the synthesis of symmetrical disulfides starting from thiols. This efficient and improved method is general for aromatic, aliphatic, and functionalized thiols affording the disulfides in go...

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Bibliographic Details
Published in:Tetrahedron letters 2011-02, Vol.52 (5), p.640-643
Main Authors: Thurow, Samuel, Pereira, Vanda A., Martinez, Débora M., Alves, Diego, Perin, Gelson, Jacob, Raquel G., Lenardão, Eder J.
Format: Article
Language:English
Subjects:
Disulfides
Oxidation
Selenium ionic liquid
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Summary:We present here the results on the use of 1-n-butyl-3-methylimidazolium methylselenite, [bmim][SeO2(OCH3)], in the synthesis of symmetrical disulfides starting from thiols. This efficient and improved method is general for aromatic, aliphatic, and functionalized thiols affording the disulfides in good to excellent yields after easy work up. The use of a microwave accelerates the reaction and the [bmim][SeO2(OCH3)] was reused for further oxidation reactions.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2010.11.158