3,5-bistrifluoromethylphenyl-1,3,4-oxadiazolethiol was abtained from the reaction of hydrazide derivative with carbondisulphide in basic media, which was alkylated in to nitrile derivative. Nitrile compound 3 undergoes pinner reaction using dry methanolic HCl to abtained imidoether hydrochloride salt 4. Which was further react with 2-aminoethanol, cysteamine, ethylenediamine, semicarbazide, thiosemicarbazide, 2-aminophenol, 2-aminothiphenol, orthophenylenediamine, to give substituted oxazoline, thiazoline, imidazoline, triazolone, triazolethiol, benzoxazoles, benzothiazoles and benzimidazoles derivative respectively. Conversion of sulphide to sulphoxide was achieved by oxidation with m-CPBA (Compounds 8a- 8l). All newly synthesized compounds screened for their antimicrobial activity. The antibacterial activity revealed that all compounds screened to showed good or moderate activity