Reaction of dimethyl sulfoxide-trifluoroacetic anhydride with anilines, phenols, and thiophenols.

  • Hiraki Yuji
    Department of Chemistry, Faculty of Science, Kyoto University
  • Kamiya Masahiro
    Department of Chemistry, Faculty of Science, Kyoto University
  • Tanikaga Rikuhei
    Department of Chemistry, Faculty of Science, Kyoto University
  • Ono Noboru
    Department of Chemistry, Faculty of Science, Kyoto University
  • Kaji Aritsune
    Department of Chemistry, Faculty of Science, Kyoto University

書誌事項

公開日
1977
DOI
  • 10.1246/bcsj.50.447
  • 10.1002/chin.197721141
公開者
公益社団法人 日本化学会

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説明

The reaction of dimethyl sulfoxide–trifluoroacetic anhydride complex with anilines, phenols, and thiophenols was studied, and the following results were obtained. (1) The yields of a methylthiomethylated product were improved with anilines. The reaction proceeded without significant amount of tar, the unreacted anilines being easily recovered. (2) Selective ortho-methylthiomethylation took place with phenols in good yields at lower temperature, para-methylthiomethylation occurring at higher temperature. (3) Methylthiomethylation took place with thiophenols on a sulfur atom of thiophenol at room temperature in a simple process.

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