Citation: Lv Shuaipeng, Sun Yunfang, Xu Yue, Yang Shihai, Wang Lei. Lewis base catalyzed ring-expansion of isatin with 2, 2, 2-trifluorodiazoethane (CF3CHN2): An efficient route to 3-hydroxy-4-(trifluoromethyl)quinolinones[J]. Chinese Chemical Letters, ;2020, 31(6): 1568-1571. doi: 10.1016/j.cclet.2019.11.027 shu

Lewis base catalyzed ring-expansion of isatin with 2, 2, 2-trifluorodiazoethane (CF3CHN2): An efficient route to 3-hydroxy-4-(trifluoromethyl)quinolinones

    * Corresponding authors.
    E-mail addresses: siquan@163.com (S. Yang) lwang@implad.ac.cn (L. Wang).
  • Received Date: 14 September 2019
    Revised Date: 11 November 2019
    Accepted Date: 11 November 2019
    Available Online: 1 June 2020

Figures(6)

  • A Lewis base catalyzed ring expansion of isatin with 2, 2, 2-trifluorodiazoethane (CF3CHN2) is developed. It is characterized that the merge of tetramethylethylenediamine and CF3CHN2 generates reactive triazene intermediates, which construct substituted 3-hydroxy-4-(trifluoromethyl)quinolinones with high efficiency. Synthetic application of the procedure is broadened by 3-trifluormethylpyrazole fused 3-hydroxy-4-(trifluoromethyl)quinolinone synthesis.
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