Diazo compounds derived from aromatic aldehydes were reacted with derivatives of (Z)-2-arylidene-2H-benzofuran-3-ones to give new highly substituted heterocyclic pyrazoles. The structures of the synthesised compounds were determined on the basis of their elemental analyses and spectroscopic data.
2-Diazopropane and diazo compounds derived from aromatic aldehydes were reacted with aromatic esters of 3hydroxyprop-1-yne to give the aromatic esters of 5-hydroxymethyl-3-substituted pyrazoles. Anti-microbial screening using the Gram positive (Staphylococcus aureus and Enterococcus fecalis) and Gram negative (Escherichia coli and Klebsiella pneumoniae) bacteria and the yeast Candida albicans, showed that these compounds had promising activity against both Gram positive and Gram negative bacteria.
In explorations of synthesis and chemistry of spiroheterocycles, we found that the reaction of 2‐diazopropane with arylidene‐benzofuran‐2(3H)‐one and arylidene‐benzofuran‐3(2H)‐one derivatives generated the spirocyclopropane products. In addition to the expected cycloadducts, an unexpected oxadiazole was formed in some cases. The structures of the obtained adducts have been assigned by means of spectroscopic methods.
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