1,3-Cycloaddition reactions of 2-oxo-2H-[1]benzopyran-4-carbonitrile N- oxide. Synthesis of several new 4-substituted coumarins

Article abstract of DOI:10.1002/jhet.5570350321

1,3-Cycloaddition reactions of new 2-oxo-2H-[1]benzopyran-4-carbonitrile N-oxide 2 with dipolarophiles, o-aminophenols and o-phenylenediamine resulted in 4-heterocyclic substituted coumarin derivatives. These derivatives are screened for antiinflammatory activity in vitro through their antiproteolytic activity, the interaction with 1,1-diphenyl-2-picrylhydrazyl and the ability to affect superoxide anion and to inhibit β-glucuronidase and soybean lipoxygenase.