Abstract
Symmetrical bidentate nucleophiles such as resorcinol have been made to react with 4-bromomethylcoumarins in a cascaded manner to obtain mono and bis-4-aryloxymethylcoumarins by a room temperature allylic nucleophilic displacement. Unsymmetrical nucleophiles such as 3-acetylaminophenol and 3-diethylaminophenol have been used to generate 4-aryloxymethylcoumarins. All the compounds have been analyzed by spectral methods and subjected to preliminary antibacterial, antifungal and DNA cleavage studies. The results showed that the compounds bearing methoxy, chloro and bromo substituents at C6-position of coumarin showed higher activity. Symmetrical bidentate nucleophiles such as resorcinol, and unsymmetrical nucleophiles, 3-acetylaminophenol and 3-diethylaminophenol have been made to react with 4-bromomethylcoumarins in a cascaded manner to obtain corresponding 4-aryloxymethylcoumarins. All the compounds have been analyzed by spectral methods and subjected to preliminary antibacterial, antifungal and DNA cleavage studies.
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