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NaClO-Promoted Atroposelective Couplings of 3-Substituted Indoles with Amino Acid Derivatives.

Zhaojie LiHao ZhangShouyun Yu
Published in: Organic letters (2019)
A new class of C-N axial chirality based on N-indole sulfonamides has been disclosed. This new axially chiral N-indole sulfonamides were constructed by NaClO-promoted couplings of 3-substituted indoles with chiral amino acid-based sulfonamides. A series of structurally diverse N-indole sulfonamide-based atropisomers were prepared using this established method. The stability of these structurally interesting atropisomers highly relied on the C3-substituents of indoles and side chains of amino acid derivatives.
Keyphrases
  • amino acid
  • molecular docking
  • solid phase extraction
  • capillary electrophoresis
  • ionic liquid
  • structure activity relationship
  • mass spectrometry
  • high resolution