In the present study, a series of 5–fluro and 5–Iodo indole–2,3–dione based spiro–4–thiazolidiones was synthesized, characterization and evaluated for their antimicrobial activity. Condensation of 5–fluro and 5–Iodo indole–2,3–dione with substituted primary aryl amine to give a Schiff bases (A05, A06) which on reaction with thioglycolic acid and thiolactic acid in 1,4-dioxane afforded the formation of the corresponding 4-thiazolidinones (D05, D06, E05 and E06). All the synthesized compounds were characterized on the basis of their IR, 1H and 13C NMR and elemental analysis. The antimicrobial activity of all the compounds (A05, A06, D05, D06, E05 and E06) showed significant activity against all the bacteria and fungus.
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