Modification of naturally occurring chromones with azines. Hetarylation using 6-phenyl-1,2,4-triazin-3-one

Abstract

A simple and efficient method for modifying naturally occurring 5,7-dihydroxychromones using 6-phenyl-1,2,4-triazin-3(2H)-one was developed. The reaction was found to proceed in good yield by refluxing a mixture of the reactants in acetonitrile in the presence of trifluoromethanesulfonic acid as a catalyst to form the product of nucleophilic addition of chromone in position 6 at the 5-position of the triazine ring. The structures of the compounds obtained were proved using 2D NMR spectroscopy and mass spectrometry.