A green, catalyst-free, solvent-free, high yielding one step synthesis of functionalized benzo[f]furo[3,2-c]chromen-4-(5H)-ones and furo[3,2-c]quinolin-4-(5H)-ones†
Abstract
A green, three-component reaction of 1-hydroxy-3H-benzo[f]chromen-3-ones and 4-hydroxyquinolin-2(1H)-ones, an aromatic aldehyde and isonitrile, was developed for the first time, which resulted in a variety of substituted functionalized benzo[f]furo[3,2-c]chromen-4-(5H)-ones and furo[3,2-c]quinolin-4-(5H)-ones in excellent yield. The merits of the presented protocol include the use of microwave irradiation, catalyst-free and solvent free conditions, high atom-efficiency and no need for work up or purification with column chromatography. The present method is milder yet more advanced than those previously reported for the synthesis of related structures, furo-chromen-4-ones, furopyrimidines, furopyranones etc. The synthesized compounds have been virtually screened against a series of therapeutic targets and have shown promising binding with some of them.