Synthesis,spectroscopic and antibacterial investigations of new hydroxy ethers and heterocyclic coumarin derivatives

The reactions between oligoethylene glycol diglycidyl ethers 2a‐c with both 7‐hydroxy‐4‐methyl‐2H‐chromen‐2‐one and 4‐hydroxy‐2H‐chromen‐2‐one lead to new hydroxy ethers 3 and 4 containing coumarin moieties in good yield. The synthesis of 3‐(3‐(dimethylamino)acryloyl)‐4‐hydroxy‐2H‐chromen‐2‐one 5 and new heterocyclic compounds 4‐hydroxy‐3‐(1H‐pyrazol‐3‐yl)‐2H‐chromen‐2‐one 6a , 4‐hydroxy‐3‐(1‐phenylpyrazol‐3‐yl)‐2H‐chromen‐2‐one 6b and 4‐hydroxy‐3‐(isoxazol‐3‐yl)‐2H‐chromen‐2‐one 6c is also described. All compounds were characterized by ¹H NMR, ¹³C{¹H} NMR, 2D‐¹H‐¹³C HMBC, 2D‐¹H NOESY NMR, IR, and MS spectroscopy. Additionally, the antibacterial activity of the new products containing coumarin moiety was evaluated. This activity is clearly dependent on the chemical structure of compounds.