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Synthesis of Polycyclic 3,3'-Biindoles via AgOTf-Catalyzed Nucleophilic Addition and Cycloisomerization.

Yu-Lei ZhaoShuai LiYuhang FanHuimin WangXin KangZhongyin JiLaijin Tian
Published in: The Journal of organic chemistry (2022)
A method for the rapid synthesis of polycyclic 3,3'-biindole derivatives has been developed through AgOTf-catalyzed nucleophilic addition and cycloisomerization processes. The cascade reaction employs readily accessible indoles and their N -2-formylphenyl derivatives and provides functionalized polycyclic 3,3'-biindoles in moderate to good yields under mild conditions. This reaction is highly efficient and takes only several minutes (∼5 min). Notably, the method is also highlighted by a Selectfluor-mediated oxidation reaction that quickly generates the oxindole derivatives.
Keyphrases
  • highly efficient
  • room temperature
  • electron transfer
  • structure activity relationship
  • high intensity
  • hydrogen peroxide
  • high resolution
  • mass spectrometry
  • simultaneous determination