Synthesis of new Benzimidazolyl derivatives of Indolo[7,6-g]indole and Benzo[e]pyrrolo[3,2-g]indole

Author: marina trapaidze
Co-authors: Ana gurgenidze, Shota Samsoniya
Keywords: indoloindole, benzopyrroloindole, benzimidazole, condensation, cyclization
Annotation:

Synthesis of new Benzimidazolyl derivatives of Indolo[7,6-g]indole and Benzo[e]pyrrolo[3,2-g]indole Marina Trapaidze, Ana Gurgenidze, marina.trapaidze@tsu.ge Department of Chemistry, Faculty of Exact and Natural Sciences, Ivane Javakhishvili Tbilisi StateUniversity 3 Ilia Chavchavadze Ave., 2nd Building, Tbilisi, 0179, Georgia The reaction of 3-formyl-, 3,6-diformylindolo[7,6-g]indole [1] and 2,9-dicarboxybenzo[e]pyrrolo[3,2-g]indole [2] with o-phenylenediamine were studied. Condensation and simultaneous cyclization were carried out using different catalysis for determination of reaction optimal areas. As cyclization agents we used glacial acetic acid, polyphosphoric acid and phosphorus oxychloride. 3-(Benzimidazol-2-yl)- and 3,8-bis(benzimidazol-2-yl)-1H,6H-indolo[7,6-g]indole also 2,9-bis(benzimidazol-2-yl)-benzo-[e]pyrollo[3,2-g]indole were obtained and characterized. The proposed structures are in the agreement of data obtained from IR, UV, and proton NMR spectra. Thus, new poly-nuclei heterocyclic systems were obtained, which will be interesting at a chemical point of view as studying interconnection of different heterocycles in one molecule, and for further studies of biological activity. References: [1] Sh. A. Samsoniya, M. V. Trapaidze, L. N. Kurkovskaya, Dzh. A. Kereselidze and N. N. Suvorov. Chemistry of Heterocyclic Compounds, 1980, vol. 16, № 11, 1139-1146. [2]Sh. A. Samsonia, M. V. Trapaidze, N. A. Kuprashvili, A. M. Kolesnikov and N. N. Suvorov. Chemistry of Heterocyclic Compounds. 1985, vol. 21, № 9, 1016-1018.

Lecture files:

marina-trapaidze-eng.pdf [en]
მარინა-ტრაპაიძე-geo.pdf [ka]