Facile synthesis of biologically active linear bisaroyl benzodifurans by ptc and solvent free microwave irradiation

Abstract

2,6-Diaroyl/naphthoyl-3,5-dialkyl/phenyl-benzo[1,2-b;5,4-b′]difurans (3a-e, 4a-g and 5a-g) have been synthesized by condensing 4,6-diacyl/diaroyl resorcinols (1 i-iii) with various p-substituted α-bromoketones (2a-g) by (a) phase transfer catalysis method & (b) microwave irradiation. A comparison has been made between the two methods. Microwave irradiation has been found to be an efficient route for the synthesis of bisaroylbenzodifurans. All the compounds have been screened for anti-bacterial (3a-e, 4a-g and 5b-g) and some of the selected compounds have been tested for anti-implantation activity. The benzodifurans 3c, 3d, 3e, 4a, 4b, 4d, 4f and 5g have shown excellent activity against gram positive bacteria and the compound 4c has shown 67% anti-implantation activity at 10 mg/Kg/rat/day on albino rats.