4-Difluoromethylated Quinoline Synthesis via Intramolecular S_N2' Reaction of α-Trifluoromethylstyrenes Bearing Imine Moieties

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著者

    • MORI Takashi
    • Department of Chemistry, Graduate School of Science, The University of Tokyo
    • ICHIKAWA Junji
    • Department of Chemistry, Graduate School of Science, The University of Tokyo

抄録

Intramolecular cyclization of <I>o</I>-methyleneamino-substituted α-trifluoromethylstyrenes is promoted by DBU and a catalytic amount of KCN to provide 4-(difluoromethyl)quinolines. The reaction proceeds via (i) the generation of carbon nucleophiles from the imine moieties, (ii) their intramolecular S<SUB>N</SUB>2′ reaction with loss of a fluoride ion, and (iii) subsequent aromatization by alkene isomerization.

収録刊行物

  • Chemistry letters

    Chemistry letters 33(9), 1206-1207, 2004-09-05

    The Chemical Society of Japan

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各種コード

  • NII論文ID(NAID)
    10013528085
  • 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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