Synthesis of some 3-indolyl heterocycles and evaluation of its antimicrobial activity

In this present study, Chalcone 1 has been synthesized by the reaction of 3‐acetylindole with pyrrole-2- carboxaldehyde using Clasien- Schmidt condensation. Chalcone 1 has been used as starting intermediates for synthesis of pyrazolo derivatives 2, 3 and allowed to react with urea, thiourea and guanidine which gave the pyrimidine derivatives 4-6. Base catalyzed reaction of 1 with ethyl acetoacetate gave cyclohexanone derivatives 7, respectively. Reaction of the latter compounds with hydrazine hydrate afforded indazole derivatives 8. Compound 4 condensed with benzaldehyde affording the corresponding Schiff’s bases 9. A β- lactam derivative 10 is formed by the addition of chloroacetyl chloride to Schiff’s bases 9. On the other hand, condensation with thioglycolic acid formed the isolated 3-(4-(1H-indol-3-yl)-6-(1H-pyrrol-2-yl) pyrimidin- 2-yl)-2-phenylthiazolidin-4-one 11. Structure elucidation of the products has been accomplished on the basis of elemental analysis, IR, 1H-NMR and 13C-NMR spectral data. Some compounds were tested for antibacterial and antifungal activity indicated that some of compounds are exhibiting good activity.