Synthesis of Unsymmetrically Substituted Benzils via the Friendel-Crafts Reaction of Arenes with α-Chloro-α-(methylthio)acetophenones

Hiroyuki ISHIBASHI; Kiyomi MATSUOKA; Masazumi IKEDA

doi:10.1248/cpb.39.1854

Chemical and Pharmaceutical Bulletin

Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363

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Volume 39 (1991) Issue 7
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Synthesis of Unsymmetrically Substituted Benzils via the Friendel-Crafts Reaction of Arenes with α-Chloro-α-(methylthio)acetophenones

Hiroyuki ISHIBASHI, Kiyomi MATSUOKA, Masazumi IKEDA

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Keywords: Firedel-Crafts reaction, benzil, cupric chloride, α-chlorosulfide, Lewis acid, oxidation, β-ketosulfide, α-diketone, chlorination

JOURNAL FREE ACCESS

1991 Volume 39 Issue 7 Pages 1854-1856

DOI https://doi.org/10.1248/cpb.39.1854

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Abstract

Lewis acid-promoted reactions of arenes with α-chloro-α-(methylthio)acetophenones 6-8 gave the Friedal-Crafts reaction products 9, which were then treated with 3 molar eq of cupric chloride in aqueous acetone to afford the unsymmetrically substituted benzils 10.

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