Abstract
Reaction of arylamines with aromatic aldehydes and β-ketoesters in the presence of bismuth nitrate or crystalline iodine as a catalyst afforded to alkyl 4-arylamino-1,2,6-triaryl-1,2,5,6-tetrahydropyridine-3-carboxy-lates. Antimicrobial activity of the obtained compounds was studied.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
Zhou, Y., Gregor, V.E., Ayida, B.K., Winters, G.C., Sun, Z., Murphy, D., Haley, G., Bailey, D., Froelich, J.M., Fish, S., Webber, S.E., Hermann, T., and Wall, D., Bioorg. Med. Chem. Lett., 2007, vol. 17, no. 5, p. 1206. DOI: 10.1016/j.bmcl.2006.12.024.
Misra, M., Pandey, S.K., Pandey, V.P., Pandey, J., Tripathi, R., and Tripathi, R.P., Bioorg. Med. Chem., 2009, vol. 17, no. 2, p. 625. DOI: 10.1016/j.bmc.2008.11.062.
Petit, S., Nalet, J.P., Guilland, M., Dreux, J., Chermat, R., Poncelet, M., Bulach, C., Simon, P., Fontaine, C., Barthelmebs, M., and Imbs, J.L., Eur. J. Med. Chem., 1991, vol. 26, no. 1, p. 19. DOI: 10.1016/0223-5234(91) 90209-6.
Bin, H., Crider, A.M., and Stables, J.P., Eur. J. Med. Chem., 2001, vol. 36, no. 3, p. 265. DOI: 10.1016/S0223-5234(00)01206-X.
Esquivias, J., Arrayas, R.G., and Carretero, J.C., J. Am. Chem. Soc., 2007, vol. 129, no. 6, p. 1480. DOI: 10.1021/ja0658766.
Gwaltney, S.L., O’Connor, S.J., Nelson, L.T.J., Sulivan, G.M., Imade, H., Wang, W., Hasrold, L., Li, Q., Cohen, J., Gu, W.-Z., Tahir, S.K., Bauch, J., Marsh, K., Ng, S.-C., Frost, D.J., Zhang, H., Muchmore, S., Jacob, C.G., Stoll, V., and Hutchins, C., Bioorg. Med. Chem. Lett., 2003, vol. 13, no. 7, p. 1359. DOI: 10.1016/S0960-894X(03)00095-7.
Takasu, K., Shindoh, N., Tokuyama, H., and Ihara, M., Tetrahedron, 2006, vol. 62, no. 51, p. 11900. DOI: 10.1016/j.tet.2006.09.092.
Murty, M.S.R., Ram, R., and Yadav, J.S., Tetrahedron Lett., 2008, vol. 49, no. 7, p. 1141. DOI: 10.1016/j.tetlet.2007.12.072.
Davis, F.A., Chao, B., and Rao, A., Org. Lett., 2001, vol. 3, no. 20, p. 3169. DOI: 10.1021/ol0164839.
Khan, A.T., Lal, M., and Khan, M.M., Tetrahedron Lett., 2010, vol. 51, no. 33, p. 4419. DOI: 10.1016/j.tetlet.2010.06.069.
Kamei, K., Maeda, N., Katswagi-Ogino, R., Koyama, M., Nakajima, M., Tatsuoka, T., Ohno, T., and Inoue, T., Bioorg. Med. Chem. Lett., 2005, vol. 15, no. 12, p. 2990. DOI: 10.1016/j.bmcl.2005.04.059.
Clarke, P.A., Zaytzev, A.V., and Whitwood, A.C., Tetrahedron Lett., 2007, vol. 48, no. 30, p. 5209. DOI: 10.1016/j.tetlet.2007.05.141.
Khan, A.T., Khan, M.M., and Bannuru, K.K.R., Tetrahedron, 2010, vol. 66, no. 25, p. 7762. DOI: 10.1016/j.tet.2010.07.075.
Brahmachari, G. and Das, S., Tetrahedron Lett., 2012, vol. 53, no. 12, p. 1479. DOI: 10.1016/j.tetlet.2012.01.042.
Yankin, A.N. and Gein, V.L., Book of Abstracts, XVI Youth School-Conference on Organic Chemistry, Pyatigorsk, 2013, p. 134.
Yankin, A.N. and Gein, V.L., Book of Abstract, Aktual’nye voprosy farmatsevtiki i farmatsevtisheskogo obrazovaniya v Rossii (Topical Problems of Pharmacy and Pharm. Education in Russia), Cheboksary, 2013, p. 42.
Wang, H.-J., Mo, L.-P., and Zhang, Z.-H., ACS Comb. Sci., 2011, vol. 13, no. 2, p. 181. DOI: 10.1021/co100055x.
Author information
Authors and Affiliations
Corresponding author
Additional information
Original Russian Text © A.N. Yankin, N.V. Nosova, V.L. Gein, M.V. Tomilov, 2015, published in Zhurnal Obshchei Khimii, 2015, Vol. 85, No. 4, pp. 600–606.
Rights and permissions
About this article
Cite this article
Yankin, A.N., Nosova, N.V., Gein, V.L. et al. Multicomponent synthesis and antimicrobial activity of alkyl 4-arylamino-1,2,6-triaryl-1,2,5,6-tetrahydropyridine-3-carboxylates. Russ J Gen Chem 85, 844–850 (2015). https://doi.org/10.1134/S1070363215040131
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1134/S1070363215040131