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Facile and convenient synthesis of 2-amino-5,10-dioxo-4-aryl-5,10-dihydro-4H-benzo[g]chromene-3-carbonitrile derivatives by electrocatalytically chemical transformation

Journal: Iranian Chemical Communication (Vol.6, No. 3)

Publication Date:

Authors : ; ; ;

Page : 293-299

Keywords : 2-Amino-4H-chromene; multicomponent; electrosynthesis; 2-hydroxynaphthalene-1; 4-dione;

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Abstract

2-Amino-5,10-dioxo-4-aryl-5,10-dihydro-4H-benzo[g]chromene-3-carbonitrile derivatives are obtained in excellent yields with a simple and efficient procedure.This reaction can occur using electrocatalytic multicomponent chain transformation of aryl aldehydes, 2-hydroxynaphthalene-1,4-dione and malononitrile under neutral and mild conditions. Moreover, electrolysis is done in CH3CN as solvent, Tetrabutylammonium fluoride (TBAF) as an effective supporting electrolyte and an iron electrode as the cathode and a graphite electrode as the anode in undivided cell. Also Excellent conversions of the starting materials were obtained under 10 mA/cm2 current densities after 0.54 F/mol of electricity had been passed and I=50 mA at room temperature. The key advantages of this method are the high yields, simple work up the non-chromatographic purification of products.

Last modified: 2019-06-26 14:25:43