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A variety of heterocycles of synthetic and biological importance were prepared from 3-(indol-3-ylmethylene)-5-phenyl-2(3 H )-furanone ( 1 ) and its hydrazide 2 . Compounds 1 and 2 were used for the construction of pyridazin-3(4 H )-ones 4 and 6 ; 1,3,4-oxadiazoles 7 , 8 , and 10 ; and 1,2,4 -triazoles 12 , 14 , and 15 , all bearing a 3-indolyl moiety. The antimicrobial activities of the synthesized compounds were examined against six types of bacteria and two types of fungi.

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Ring opening reactions of benzoxazinone (2) with nitrogen and oxygen nucleophiles gave the corresponding benzamides (3)&(4) and benzoates (5).Quinazolinone derivatives (6) and (7) were obtained upon treatment of (2) with hydrazine hydrate and/or hydroxylamine hydrochloride.Triazole derivatives (8a – b) were obtained when (2) was subjected to react with semicarbazide and/or thiosemicarbazide respectively. Reaction of (2) with sodium azide gave a mixture of tetrazole derivative (9) and benzoimidazolone derivative (10). The antimicrobial activity of  some synthesized compounds was examined against bacteria, fungi and yeast. Some of the tested compounds showed promising activities.