Abstract
Some regularities are discussed of the reaction between 3-substituted benzofuran-5,6-dicarbonitriles with hydrazines leading to the formation of new 4-hydroxy-5-[aryl(alkyl)-1H-pyrazol-4-yl]-benzene-1,2-dicarbonitriles.
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Hassan, S.Y., Molecules, 2013, vol. 18, p. 2683.
Takagi, K., Tanaka, M., Murakami, Y., Morita, H., and Aoutsuka, T., Eur. J. Med. Chem. Chim. Ther., 1986, vol. 21, p. 65.
Dymock, B.W., Barril, X., Brough, P.A., Cansfield, J.E., Massey, A., McDonald, E., Hubbard, R.E., Surgenor, A., Roughley, D., Webb, P., Workman, P., Wright, L., and Drysdale, M.J., J. Med. Chem., 2005, vol. 48, p. 4212.
Cheung, K.-M.J., Matthews, T.P., James, K., Rowlands, M.G., Boxall, K.J., Sharp, S.Y., Maloney, A., Roe, S.M., Prodromou, C., Pearl, L.H., Wynne Aherne, G., McDonald, E., and Workman, P., Bioorg. Med. Chem. Lett., 2005, vol. 15, p. 3338.
Brough, P.A., Barril, X., Beswick, M., Dymock, B.W., Drysdale, M.J., Wright, L., Grant, K., Massey, A., Surgenor, A., and Workman, P., Bioorg. Med. Chem. Lett., 2005, vol. 15, p. 5197.
Barril, X., Beswick, M., Collier, A., Drysdale, M.J., Dymock, B.W., Grant, F.K., Howes, R., Jordan, A.M., Massey, A., Surgenor, A., Wayne, J., Workman, P., and Wright, L., Bioorg. Med. Chem. Lett., 2006, vol. 16, p. 2543.
Howes, R., Barril, X., Dymock, B.W., Grant, K., Northfield, C.J., Robertson, G.S., Surgenor, A., Wayne, J., Wright, L., James, K., Matthews, T., Cheung, K.-M., McDonald, E., Workman, P., and Drysdale, M.J., Anal. Biochem., 2006, vol. 350, p. 202.
Yet, L., Comprehensive Heterocyclic Chemistry III, Katritzky, A.R., Ramsden, C.A., Scriven, E.F.V., and Taylor, R.J.K., Eds., Amsterdam: Elsevier, 2008, vol. 4, p. 1.
Lévai, A., Silva, A.M.S., Cavaleiro, J.A.S., Alkorta, I., Elguero, J., and Jeko, J., Eur. J. Org. Chem., 2006, p. 2825.
Lévai, A., Artur, A.E., Silva, M.S., Cavaleiro, J.A.S., Elguero, J., Alkorta, I., and Jeko, J., Aust. J. Chem., 2007, vol. 60, p. 905.
Abdel-Aziz, H.A., Ahmad, P., Kadi, A., Al-Rashood, Kh.A., Ghabbour, H.A., and Fun, H.-K., Tetrahedron Lett., 2013, vol. 54, p. 3424.
Filimonov, S.I., Chirkova, Zh.V., Abramov, I.G., Shashkov, A.S., Firgang, S.I., and Stashina, G.A., Mendeleev Commun., 2009, vol. 19, p. 332.
Minkin, V.I., Garnovskii, A.D., Elguero, J., Katritzky, A.R., and Denisko, O.V., Adv. Heterocycl. Chem., 2000, vol. 76, p. 157.
Chirkova, Zh.V., Filimonov, S.I., Abramov, I.G., Khorn, P.A., Firgang, S.I., and Starshina, G.A., Izv. Vuzov, Ser. Khim. i Khim. Tekhnol., 2011, vol. 54, p. 26.
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Original Russian Text © Zh.V. Chirkova, M.V. Kabanova, D.V. Luferenko, S.I. Filimonov, I.G. Abramov, 2015, published in Zhurnal Organicheskoi Khimii, 2015, Vol. 51, No. 5, pp. 663–668.
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Chirkova, Z.V., Kabanova, M.V., Luferenko, D.V. et al. Formation of 4-hydroxy-5-[aryl(alkyl)-1H-pyrazol-4-yl]benzene-1,2-dicarbonitriles in reactions of benzofurans with hydrazines. Russ J Org Chem 51, 644–649 (2015). https://doi.org/10.1134/S1070428015050103
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DOI: https://doi.org/10.1134/S1070428015050103