Hypervalent iodine mediated solid state synthesis and biological activity of some new 1-[(5-aryl-1,3,4-oxadiazol-2-yl)methyl]-3-(4-nitrophenyl)- 1,2-dihydro [1,8]naphthyridin-2-ones

Abstract

A convenient and eco-friendly protocol has been described for the synthesis of 1-[(5-aryl-1,3,4-oxadiazol-2-yl)-methyl]-3-(4-nitro-phenyl)-1,2-dihydro[1,8]naphthyridin-2-ones <b>5</b> by the oxidation of the corresponding <i>N</i>ʹ1-arylmethylene-2-[3-(4-nitro-phenyl)-2-oxo-1,2-dihydro[1,8]naphthyridin-1-yl]-ethanohydrazides <b>4</b> with iodobenzene diacetate (IBD) in the solid state at RT under grinding conditions. The products are obtained in good yields and excellent purities. The structures of the compounds <b>2-5</b> have been established by theirspectral (IR,¹H NMR and MS) and analytic data. The compounds <b>5</b> have been evaluated for their antibacterial and anti-inflammatory activities.