Synthesis,Characterization, and Cytotoxicity Evaluation of Some New Benzo[f]coumarin Derivatives

Interaction of 2‐(bromoacetyl)‐3H‐benzof]coumarin ( 1 ) with salicylaldehyde afforded 2‐(2‐oxo‐2‐(3H‐benzof]coumarin‐2‐yl)ethoxy)benzaldehyde ( 2 ) which underwent self‐condensation in refluxing dimethylformamide (DMF) to afford 2‐(2‐benzofuroyl)‐3H‐benzof]coumarin (3). Treatment of 1 with o‐aminothiophenol ( 4 ) gave 2‐(2‐((2‐aminophenyl)thio)acetyl)‐3H‐benzof]coumarin (5) . Refluxing of 5 in DMF led to formation of 2‐(4H‐1,4]‐benzothiazin‐3‐yl)‐3H‐benzof]coumarin (6). Treatment of 1 with aryl amines 7a–d in boiling DMF gave 1‐aryl‐3‐hydroxybenzo5,6]chromeno4,3‐b]pyrrol‐4(1H)‐one ( 10a–d ) . Condensation of 11 with o‐phenylenediamine gave 2‐(2‐methyl‐2,3‐dihydro‐1H‐benzimidazol‐2‐yl)‐3H‐benzof]coumarin ( 12 ). Interaction of 2‐acetyl‐3H‐benzof]coumarin ( 11 ) with arylidene malonononitrile gave 4‐hydroxy‐2‐(3H‐benzof]coumarin‐2‐yl)‐5H‐dibenzoc,f]chromen‐5‐one ( 16) . All reaction products were characterized by analytical and spectral data. Novel compounds bioactivity as antitumor were examined for in vitro cytotoxicity against HepG‐2 and MCF‐7.