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Development of Bifunctional Chiral Thioureas and Thiosquaramides in the Synthesis of Betti Bases.

Martyna MalinowskaAnna Zawisza
Published in: Molecules (Basel, Switzerland) (2023)
Bifunctional thioureas and, for the first time, bifunctional thiosquaramides as organocatalysts were used in the asymmetric Betti reaction involving 1-, 2-naphthols and hydroxyquinoline with N -tosylimine and ketimine. The described methodology affords direct access to chiral aminoarylnaphthols in excellent yield (up to 98%) with high enantioselectivity (up to 80% ee) and enantioenriched 3-amino-2-oxindoles (up to 78% yield, up to 98% ee).
Keyphrases
  • highly efficient
  • metal organic framework
  • capillary electrophoresis
  • ionic liquid
  • mass spectrometry