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Title: 1,3-Dipolar cycloaddition reactions: Synthesis and antimicrobial activity of novel 1-triazolylethylindole and 1-triazolylethylbenz[g]indole derivatives
Authors: Bhovi, Manjunath G
Gadaginamath, Guru S
Issue Date: May-2005
Publisher: CSIR
IPC Code: Int.Cl.7 C 07 D 209/04
Abstract: Indole azide 4 and benz[g]indole azide 12 are reacted separately with dimethyl acetylenedicarboxylate to secure the desired 1-[4,5-dimethoxycarbonyl-1,2,3-triazol-1-yl]ethyl-3-ethoxycarbonyl-5-methoxy-2-methylindole 5 and 1-[4,5-di­methoxy­carbonyl-1,2,3-triazol-1-yl]ethyl-3-ethoxycarbonyl-5-methoxy-2-methylbenz[g]indole 13, respectively. The reac­tion of indole azide 4 and benz[g]indole azide 12 with ethyl propiolate has been found to be regiospecific and produce only the 1-[4-ethoxycarbonyl-1,2,3-triazol-1-yl]ethyl-3-ethoxycarbonyl-5-methoxy-2-methylindole 6 and 1-[4-ethoxycarbonyl-1,2,3-triazol-1-yl]ethyl-3-ethoxycarbonyl-5-methoxy-2-methylbenz[g]indole 14, respectively. Indole azide 4 is also reacted with ethyl phenylpropolate to secure two isomeric products 1-[4-ethoxycarbonyl-5-phenyl-1,2,3-triazol-1-yl]ethyl-3-ethoxycarbonyl-5-methoxy-2-methylindole 8 and 1-[4-phenyl-5-ethoxycarbonyl-1,2,3-triazol-1-yl]ethyl-3-ethoxycarbonyl-5-methoxy-2-methylindole 9. All these newly synthesised compounds are screened for their antimicrobial activities.
Page(s): 1068-1073
ISSN: 0975-0983(Online); 0376-4699(Print)
Appears in Collections:IJC-B Vol.44B(05) [May 2005]

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