Simple method for the synthesis and antibacterial activity of 2-amino-3-cyano-1,4,5,6-tetrahydropyrano[3,2-c] quinolin-5-one derivatives

A simple method for the synthesis of 2-amino-3-cyano-1,4,5,6-tetrahydropyrano[ 3,2-c]quinolin-5-one derivative and biological evaluation of the antibacterial activity against Pseudomonas syringae, Xanthomonas citi and Pectobacterium carotovorum are reported. The structure of the isolated compounds was determined by means of 1H/13C NMR and FT-IR spectroscopy. Silica supported boron trifluoride (BF3.SiO2) is an efficient, readily available and reusable catalyst for the synthesis of 2-amino-3-cyano-1,4,5,6-tetrahydropyrano[ 3,2-c]quinolin-5-one derivatives by condensation of 4-hydroxyquinolin-2(1H)-one, aldehyde, and malononitrile. This reaction under normal heating is very simple affording good to excellent yields products. Some of the compound showed significant inhibition of bacteria growth.