Palladium acetate-catalysed one-pot green synthesis of bis -aminophosphonates

摘要

A simple and effective green method has been developed for the synthesis of a series of novel bis -aminophosphonate derivatives (4a-j) by the reaction of 1,4-diaminonaphthalene, various aryl/heteroaryl aldehydes and dialkyl phosphites under neat and microwave irradiation conditions using palladium acetate as catalyst. The products are characterized by elemental analysis, IR, H-1, C-13, P-31-NMR and mass spectra and their antioxidant activities are evaluated by DPPH, NO and H2O2 methods and molecular docking studies. The compounds 4d and 4h exhibited the highest radical scavenging activity in the DPPH method, while compounds 4a, 4e and 4f showed good NO scavenging activity. The compound 4g showed remarkably higher H2O2 scavenging activity than even the standard ascorbic acid, and compound 4h has stronger inhibiting activity on DNA gyrase enzyme.