Enantioselective one-pot synthesis of 2-amino-4H-chromenes via C−H oxidation and Michael addition/ring closure sequences

Abstract

The chiral 2-amino-4H-chromene derivatives were obtained from 2-alkyl-substituted phenol derivatives in moderate to high yields with excellent enantioselectivities through one-pot cascade via C–H oxidation/Michael addition/ring closure sequences using a binaphthyl-modified organocatalyst with low catalyst loading (1.25 mol%).

Graphical Abstract

Keywords:

• 2-Amino-4H-chromene
• asymmetric catalysis
• organocatalysis
• o-quinone methides

Additional information

Funding

This research was supported by Soonchunhyang University Research Fund and Basic Science Research Program through the National Research Foundation of Korea [NRF-2021-R1I1A3044807, 2021R1A6A1A03039503].