摘要 : Aminomethylation under Mannich reaction conditions on 3-carbethoxy-l-furfuryl-5-hydroxy-2-methylindole 1 and the corresponding bromo derivative 3 occurs regioselectively at C4 position to furnish the 4-isogramines 2a-d/4a-d.Nitrat... 展开 Aminomethylation under Mannich reaction conditions on 3-carbethoxy-l-furfuryl-5-hydroxy-2-methylindole 1 and the corresponding bromo derivative 3 occurs regioselectively at C4 position to furnish the 4-isogramines 2a-d/4a-d.Nitration of 3-carbethoxy/acetyl-l-furfuryl-5-hydroxy-2-methylindoles 1/8 with hydrated ferric nitrate produces 3-carbethoxy/acetyl-4,6-dinitro-l-furfuryl-5-hydroxy-2-methylindoles 6/9.Nitration of 4-isograamine 2 and bromoindole 3 involves ipso-substitution and furnish the 4,6-dinitroindole derivative 6 and not the expected 6-nitro-4-isogramine 5/6-bromo-4-nitroindole 7.However,nitration of 3.6-diacetylindoles 18a-d and triacetylindole 10 yields 4-nitroindole derivatives 19a-d/l 1 wherein the acetyl group remain intact without involving in any ipso-substitution.Acetylation under Friedel-Crafts reaction conditions on 3-acetyl-l-furfuryl-5-hydroxy-2-methylindole 8 occurs at both C_6-position of indole and C_5-position of furan to furnish the triacetylindole 10.Bromination of 1 with bromine in acetic acid or bromine in dioxane produces only 6-bromoindole 3.The structures of all these newly synthesised compounds are confirmed by their spectral and analytical data and all these compounds are screened for antimicrobial activity. 收起