Regioselective Synthesis of Benzazetines and Indoles from Alkenylanilides and Dimethyl(methylthio)sulfonium Trifluoromethanesulfonate

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著者

    • OKUMA Kentaro
    • Department of Chemistry, Faculty of Science, Fukuoka University
    • YASUDA Takumi
    • Department of Chemistry, Faculty of Science, Fukuoka University
    • SHIOJI Kosei
    • Department of Chemistry, Faculty of Science, Fukuoka University

抄録

Regioselective synthesis of benzazetines and indoles from <I>o</I>-alkenylanilides was achieved. The reaction of <I>o</I>-vinylbenzanilide with dimethyl(methylthio)sulfonium trifluoromethanesulfonate (DMTST) gave the corresponding benzazetine in 92% yield, whereas the reaction of <I>o</I>-vinyl-<I>N</I>-<I>p</I>-toluenesulfonylanilide gave <I>N</I>-tosylindoline in 77% yield. 3-Methy-<I>N</I>-<I>p</I>-tosylindole was directly synthesized by the reaction of <I>o</I>-isopropenyl-<I>N</I>-<I>p</I>-tosylanilide with dimethyl disulfide and methyl triflate in 85% yield.

収録刊行物

  • Chemistry letters

    Chemistry letters 35(10), 1122-1123, 2006-10-05

    The Chemical Society of Japan

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各種コード

  • NII論文ID(NAID)
    10018322974
  • NII書誌ID(NCID)
    AA00603318
  • 本文言語コード
    ENG
  • 資料種別
    SHO
  • ISSN
    03667022
  • データ提供元
    CJP書誌  J-STAGE 
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