A Green Route for the Synthesis of 2-Amino-5,10-dioxo-4-aryl-5,10-dihydro-4H-benzo[g]chromene-3-carbonitriles Using L-Proline as a Basic Organocatalyst

In this green procedure is described easy access to highly functionalized 2-amino-5,10-dioxo-4-aryl-5,10-dihydro-4H-benzo[g]chromene-3-carbonitriles using the reaction of aldehydes, 2-hydroxy-1,4-naphthoquinone and malononitrile in the presence of L-proline as an organocatalyst under reflux condition in ethanol. Also, some unprecedented of 2-amino-5,10-dioxo-4-aryl-5,10-dihydro-4H-benzo[g]chromene-3-carbonitriles were synthesized via this route. The chemical shift of NH2 in the new products was evaluated by H-1 NMR technique in D2O and without D2O. [GRAPHICS] .

Automated summary

This study describes an easy access to highly functionalized 2-amino-5,10-dioxo-4-aryl-5,10-dihydro-4H-benzo[g]chromene-3-carbonitriles using a green procedure. The reaction of aldehydes, 2-hydroxy-1,4-naphthoquinone, and malononitrile in the presence of L-proline as an organocatalyst under reflux condition in ethanol was investigated. The study also reported the synthesis of some unprecedented compounds, and their chemical properties were evaluated using H-1 NMR technique.