Synthesis of some new fluorine containing 1,3,4-oxadiazole derivatives as potential antibacterial and anticancer agents

The synthesis of a number of 1,3,4-oxadiazole derivatives have been described. 2,4-Dichloro-5-fluorobenzoyl hydrazine 1 on reacting with aromatic acids in presence of phosphorus oxychloride affords 2,5-disubstituted-1,3,4- oxadiazoles 2a-j. Aroyl hydrazine on reacting with carbon disulphide under basic condition gives oxadiazol-2-thione 3. Oxadiazol-2-thiones are regioselectively aminomethylated to give N-aminomethylated products 4a-c. Further, 3 undergoes regioselective alkylation on treating with alkyl/aroyl halides to give S-alkyl/aroyl products 5a-c. All the newly synthesized compounds have been screened for their antibacterial activity. Most of them show promising antibacterial activity. Also two out of nine compounds show anticancer activity in the primary anticancer assay.