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Issue 22, 2012
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Sulfoxide-mediated Umpolung of alkali halide salts

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Abstract

A new protocol for the direct two-electron oxidative Umpolung of alkali halide salts is reported. This procedure, relying on the use of a commercially available sulfoxide as the oxidant, allows the electrophilic halogenation of carbonyl compounds as well as halolactonisation reactions to proceed from the corresponding sodium salts, at room temperature and under mild conditions.

Graphical abstract: Sulfoxide-mediated Umpolung of alkali halide salts

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Publication details

The article was received on 01 Mar 2012, accepted on 12 Mar 2012 and first published on 03 Apr 2012


Article type: Communication
DOI: 10.1039/C2OB25459J
Citation: Org. Biomol. Chem., 2012,10, 4327-4329
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    Sulfoxide-mediated Umpolung of alkali halide salts

    S. Klimczyk, X. Huang, C. Farès and N. Maulide, Org. Biomol. Chem., 2012, 10, 4327
    DOI: 10.1039/C2OB25459J

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