Abstract
Abstract magnified image4‐Bromomethylcoumarins (1) reacted with sodium azide in aqueous acetone to give 4‐azidomethylcoumarins (2), which underwent 1,3‐dipolar cycloaddition with acetylenic dipolarophiles to give triazoles (3). These triazoles (3) have been found to exhibit interesting variations in the chemical shifts of C3H and C4‐methylene protons. Protonation studies indicate that the shielding effect of the C3H of coumarin is due to π‐electrons of the triazole ring, further supported by diffraction and computational studies. J. Heterocyclic Chem., 2010.
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