To the memory of Professor G.I. Koldobskii
Abstract
Oxidation of 1-substituted 5-arylsulfanyltetrazoles with m-chloroperoxybenzoic acid and NaIO4 in the presence of RuCl3 leads to the formation of the 5-arylsulfonyltetrazoles. The microwave activation significantly accelerates the oxidation with sodium periodate. The phenylsulfonyl group in compounds obtained underwent the nucleophilic substitution when treated with ethanol, phenol, or benzimidazole in acetonitrile in the presence of NaOH.
Similar content being viewed by others
References
Myznikov, L.V., Grabalek, A., and Koldobskii, G.I., Khim. Geterotsikl. Soedin., 2007, p. 3.
Gol’tsberg, M.A. and Koldobskii, G.I., Zh. Org. Khim., 1995, vol. 31, p. 1726.
Niu, L.-F., Cai, Y., Liang, C., Hui, X.-P., and Xu, P.-F., Tetrahedron, 2011, vol. 67, p. 2878; Dmitrieva, U.N., Ramsh, S.M., Zevatskii, Yu.E., Artamonova, T.V., and Myznikov, L.V., Khim. Geterotsikl. Soedin., 2012, p. 377.
Dmitrieva, U.N., Zevatskii, Yu.E., Ramsh, S.M., Artamonova, T.V., and Myznikov, L.V., Khim. Geterotsikl. Soedin., 2012, p. 404.
Frija, L., Khmelinskii, I.V., and Lurdes, C.M., J. Org. Chem., 2006, vol. 71, p. 3583.
Spulak, M., Lubojacky, R., Senel, P., and Kunes, J., Pour, M. J. Org. Chem., 2010, vol. 75, p. 241.
Mohammad, A., Alessandro, M., and Alessandro, D. J. Org. Chem., 2008, vol. 73, p. 9565; Demko, Z.P. and Sharpless, K.B., Angew. Chem., Int. Ed., 2002, vol. 41, p. 2110.
Author information
Authors and Affiliations
Corresponding author
Additional information
Original English Text © L.V. Myznikov, U.N. Dmitrieva, T.V. Artamonova, S.V. Vorona, N.P. Novoselov, Yu.E. Zevatskiy, 2013, published in Zhurnal Organicheskoi Khimii, 2013, Vol. 49, No. 5, pp. 771–774.
Rights and permissions
About this article
Cite this article
Myznikov, L.V., Dmitrieva, U.N., Artamonova, T.V. et al. Tetrazoles: LVII. Preparation and chemical properties of 1-substituted 5-arylsulfonyltetrazoles. Russ J Org Chem 49, 754–757 (2013). https://doi.org/10.1134/S1070428013050229
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1134/S1070428013050229