The aim of the current work is to synthesize the new heterocyclic pentacyclic condensed systems that combine benzothiophen and benzimidazole/triazole into one molecule. The dibenzothiophene was taken as an initial compound and by consistent “extension” was annihilated the imidazole and triazole nucleuses. As a result two new pentacyclic systems were produced: 3H-, 7H-diimidazole[4,5-b][5,4-g] dibenzothiophene-5,5-dioxide and 3H-, 7H-ditriazole[4,5-b][5,4-g] dibenzothiophene-5,5-dioxide with the promising antimi-crobial activity. Their spectral characteristics were studied.
References
[1]
Arulmurugan, S., Kavitha, H.P., Sathishkumar, S. and Arulmozhi, R. (2016) Biologically Active Benzimidazole Derivatives, Mini-Reviews in Organic Chemistry, 12, 178-195.
[2]
Chanda, K., Rajasekhar, S., Maiti, B. and Balamurali, M.M. (2016) Synthesis and Medicinal Applications of Benzimidazoles: An Overview. Current Organic Synthesis, 13. (E-Pub Ahead of Print)
[3]
Khabnadideh, S., Rezaei, Z., Khalafi-Nezhad, A., Pakshir, K., Roosta, A. and Baratzadeh, Z. (2009) Design and Synthesis of Imidazole and Benzimidazole Derivatives as Antifungal Agents. Anti-Infective Agents, 7, 215-218.
[4]
Mentes, E., Yilmaz, F., Beris, F.S., Bekircan, O. and Kahveci, B. (2015) Microwave-Assisted Synthesis of Some New Benzimidazole Derivatives with Their Antimicrobial Activity. Current Microwave Chemistry, 2, 32-39.
[5]
Yurttas, L., Ozkay, Y., Karaca, H., Tunali, Y. and Kaplancikli, Z.A. (2013) Synthesis and Antimicrobial Evaluation of Some 2,5-Disubstituted Benzimidazole Derivatives. Letters in Drug Design & Discovery, 10, 486-491.
https://doi.org/10.2174/1570180811310060003
[6]
Maisuradze, M., Ugulava, G., Bolkvadze, N., Phalavandishvili, G., Gakhokidze, N. and Matnadze, M. (2013) Some New Derivatives of 3H-Benzo (b)Furobenzotriazole. Journal of Chemistry and Chemical Engineering, 7, 621-625.
[7]
Maisuradze, M., Khoshtaria, T., Gakhokidze, N. and Kurkovskaia, L. (2008) Synthesis of Benzo[b]Thieno[3,2-e]Benzimidazoles, First Representatives of a New Heterocyclic System. Chemistry of Heterocyclic Compounds, 44, 1024-1026.
https://doi.org/10.1007/s10593-008-0148-8
[8]
Maisuradze, M. and Ugulava, G. (2012) The Triazole and Thiophene Containing New Heterocyclic Systems. Journal of Chemistry and Chemical Engineering, 6, 378-383.
[9]
Maisuradze, M.G., Ananiashvili, V.O., Gaxokidze, N.Z. and Matnadze, M.M. (2013) Some Novel Derivatives of 3H-Benzo[b]Thiophen[3,2-e]Benzimidazole. Chemistry of Heterocyclic Compounds, 48, 1801-1804.
https://doi.org/10.1007/s10593-013-1211-7
[10]
Maisuradze, M.G., Ananiashvili, V.O., Gaxokidze, N.Z., Matnadze, M.M. and Tsqvitaia, S.P. (2012) Synthesis of Novel Heterocyclic Systems, Benzo[b]Furobenzi-midazoles. Chemistry of Heterocyclic Compounds, 48, 1125-1126.
https://doi.org/10.1007/s10593-012-1112-1
[11]
Gilman, H. and Esway, D.L. (1952) The Oxidation of Dibenzo Thiofene and Phenoxathiin with Hydrogen Peroxide. Journal of the American Chemical Society, 74, 2021-2025. https://doi.org/10.1021/ja01128a046
[12]
Gullinane, N.M., Davies, C.G. and Davies, G.I. (1936) Substitution Derivatives of Difenilene Sulfide and Difenilenesulfone. Journal of the Chemical Society, 31, 1435-1437.
