Synthesis of 2-aryl-3H-naphtho[1,2-d]imidazoles containing an adamantane fragment |
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| Authors: | T. A. Frolenko E. S. Semichenko A. A. Kondrasenko N. A. Gavrilova G. A. Suboch |
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| Affiliation: | 1. Siberian State Technological University, pr. Mira 82, Krasnoyarsk, 660049, Russia
2. Institute of Chemistry and Chemical Technology, Siberian Branch, Russian Academy of Sciences, Akademgorodok 50/24, Krasnoyarsk, 660036, Russia
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| Abstract: | N 2-[1-(1-Adamantyl)alkyl]naphthalene-1,2-diamines reacted with benzoyl chlorides in chloroform in the presence of triethylamine to give N-{2-[1-(1-adamantyl)alkylamino]naphthalen-1-yl}benzamides which underwent intramolecular cyclization to 2-aryl-3H-naphtho[1,2-d]imidazoles on heating in toluene in the presence of p-toluenesulfonic acid. 3-[(1-Adamantyl)methyl]-2-(3-nitrophenyl)-3H-naphtho[1,2-d]imidazole was synthesized from N 2-[(1-adamantyl)methyl]naphthalene-1,2-diamine and 3-nitrobenzaldehyde. |
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