Electrophilic substitution reactions using an electrogenerated ArS(ArSSAr) + cation pool as an ArS + equivalent

Kouichi Matsumoto, Yuki Kozuki, Yosuke Ashikari, Seiji Suga, Shigenori Kashimura, Jun Ichi Yoshida

    Research output: Contribution to journalArticlepeer-review

    24 Citations (Scopus)

    Abstract

    Arylbis(arylthio)sulfonium ions (ArS(ArSSAr) +), which were generated and accumulated by the low-temperature electrolysis of diaryl disulfide (ArSSAr), were found to serve as ArS + equivalent in electrophilic substitution reactions of aromatic compounds, enolizable ketones, enol acetates, ketene silyl acetals and allylsilanes to give the corresponding arylthiolated products.

    Original languageEnglish
    Pages (from-to)1916-1919
    Number of pages4
    JournalTetrahedron Letters
    Volume53
    Issue number15
    DOIs
    Publication statusPublished - Apr 11 2012

    Keywords

    • Disulfide
    • Electrochemistry
    • Electrophilic substitution
    • Oxidation
    • Sulfenium ion

    ASJC Scopus subject areas

    • Biochemistry
    • Drug Discovery
    • Organic Chemistry

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