Synthesis and antimicrobial activity of some new coumarin and dicoumarol derivatives |
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| Authors: | Mohsen KA Regal Safa S Shaban Souad A El-Metwally |
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| Institution: | 1. Chemistry Department, Faculty of Science, Ain Shams University, Cairo, Egypt;2. Basic Science Department, Higher Technological Institute, 10th of Ramadan City, Egypt |
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| Abstract: | PTC reaction of coumarin derivative 1 with alkyl halides afforded C4 oxygen alkylation products 2a-d in appreciative yield, whereas with phenyl isothiocyanate gives the C3 addition product 4 ; also, one-pot three-component PTC reaction was investigated. Treatment of coumarin 1 with aromatic aldehydes in different molar ratios gives 3-arylidene derivatives 7a,b and the dicoumarol derivatives 8a,b . Pyrano chromene 9 and pyrano pyridine 10 were obtained by reaction of arylidene 7a with ethyl acetoacetate through Michael cycloaddition reaction. The stability of pyrone ring in 3-arylidene 7 and dicoumarol 8 towards different nucleophilic reagents under reflux and/or fusion conditions has been studied by the action of hydrazine hydrate, ammonium acetate, methyl amine, and p-toluidine afforded compounds 11 and 13a-c . The antimicrobial activity of some synthesized compounds has been investigated. |
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