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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

Toktam Shiebani Daloee, Farahnaz K. Behbahani

2020Polycyclic aromatic compounds15 citationsDOI

Abstract

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 1HNMR technique in D2O and without D2O.

Topics & Concepts

ChemistryMalononitrileProlineArylOrganocatalysisOrganic chemistryReaction conditionsCombinatorial chemistryMedicinal chemistryCatalysisAmino acidEnantioselective synthesisBiochemistryAlkylMulticomponent Synthesis of HeterocyclesSynthesis and biological activitySynthesis and Biological Evaluation