Enantioselective synthesis of 2-amino-4-(nitromethyl)-4H-chromene-3-carbonitriles from 2-iminochromenes

ABSTRACT

A series of medicinally important 2-amino-4-(nitromethyl)-4H-chromene-3-carbonitriles were synthesized using enantioselective conjugate addition of nitromethane to 2-iminochromenes. The reactions were performed using L8-Cu (II) catalytic system and moderate to good enantioselectivities (62–88%) and yields (66–96%) were obtained.

GRAPHICAL ABSTRACT

KEYWORDS:

• Amino alcohol catalyst
• enantioselective conjugate addition
• 2-iminochromene
• nitromethane

Acknowledgments

G. K. gratefully acknowledges Osman Kopmaz for providing the opportunity to study at research laboratories of Bursa Technical University. Stephen T. Astley is gratefully acknowledged for the careful reading of the manuscript.