DOI: 10.3390/molecules28237835 ISSN: 1420-3049
Development of Bifunctional Chiral Thioureas and Thiosquaramides in the Synthesis of Betti Bases
Martyna Malinowska, Anna Zawisza- Chemistry (miscellaneous)
- Analytical Chemistry
- Organic Chemistry
- Physical and Theoretical Chemistry
- Molecular Medicine
- Drug Discovery
- Pharmaceutical Science
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).