Synthetic approach to new 2H-benzo[b] [1,4]oxazin-3-one derivatives containing 1,2,3-triazole by click chemistry

Abstract

Owing to the biological importance of 1,2,3-triazoles and benzoxazine-3(4H)-ones scaffolds, we have attempted to design and synthesize novel 1,2,3-traizoles linked to benzoxazin-3-one moiety. Indeed, a novel series of 1,4-disubstituted 1,2,3-triazoles containing 2H-1,4-benzoxazin-3-(4H)-one were synthesized. The 1,2,3-triazoles were obtained in high yields by a double copper-catalyzed azide-alkyne click chemistry reaction between azides and corresponding propargylated benzoxazin-3-ones. These compounds incorporate both the 2H-benzo[b] (Rao et al., 2019; Fringuelli et al., 2009) [1,4]oxazin-3-one motif and two 1,2,3-triazole heterocycles. The synthesized molecules were characterized by spectroscopic techniques such 1H NMR, 13C NMR, FT-IR and elemental analysis.