Abstract
Reaction of nitriles with sodium azide in the presence of ZnCl2 under microwave activation (MWA) leads to the formation of 5-tetrazoles in high yields; therewith the process is 2–3 times shorter than the inactivated reaction.
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Zatsepina, M.V., Hrabalek, A., Artamonova, T.V., and Koldbskii, G.I., Zh. Org. Khim., 2006, vol. 42, p. 1844.
Wexler, R.R., Greenlee, W.J., Irvin, J.D., Goldberg, M.R., Prendergast, K., Smith, R.D., and Timmermans, P.B.M.W.M., J. Med. Chem., 1996, vol. 39, p. 625.
Schmidt, B. and Schieffer, B., J. Med. Chem., 2003, vol. 46, p. 2261.
Tanaka, T., Ohida, T., and Yamamoto, Y., Chem. Pharm. Bull., 2004, vol. 52, p. 830.
Finnegan, W.G., Henry, R.A., and Lofquist, R., J. Am. Chem. Soc., 1958, vol. 80, p. 3908.
Demko, Z.P. and Sharpless, K.B., J. Org. Chem., 2001, vol. 66, p. 7945.
Alterman, M. and Hallberg, A., J. Org. Chem., 2000, vol. 65, p. 7984.
Schilz, M.J., Coats, S.I., and Hlasta, D., Org. Lett., 2004, vol. 6, p. 3265.
Lukyanov, S.M., Bliznets, I.V., Shorshnev, S.V., Aleksandrov, G.G., Stepanov, A.E., and Vasil”ev, A.A., Tetrahedron, 2006, vol. 62, p. 1849.
Schmidt, B., Meid, D., and Kieser, D., Tetrahedron, 2007, vol. 63, p. 492.
Bliznets, I.V., Vasil”ev, A.A., Shorshnev, S.V., Stepanov, A.E., and Lukyanov, S.M., Tetrahedron Lett., 2004, vol. 45, p. 2571.
Zhao, Z., Leister, W.H., Robinson, R.G., Barnett, S.F., Defeo-Jones, D., Jones, R.E., Hartman, G.D., Hutt, J.R., Huber, H.E., Duggan, M.E., and Lindsley, C.W., Bioorg. Med. Chem. Lett., 2005, vol. 15, p. 905.
Herbst, R.M. and Wilson, K.R., J. Org. Chem., 1957, vol. 22, p. 1142.
Benson, F.R., Chem. Rev., 1947, vol. 41, p. 1.
Alami, A., El, Hallaoui, A., Elachqar, A., Roumestant, M.L., and Viallefont, Ph., Bull. Soc. Chim. Belg., 1996, vol. 105, p. 769.
Kantam, M.L., Kumar, K.B.S., and Sridhar, Ch., Adv. Synth. Catal., 2005, vol. 347, p. 1212.
Koldobskii, G.I., Zh. Org. Khim., 2006, vol. 42, p. 487.
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Dedicated to Professor V.A.Ostrovskii on occasion of his sixtieth birthday
Original Russian Text © L.V. Myznikov, J. Roh, T.V. Artamonova, A. Hrabalek, G.I. Koldobskii, 2007, published in Zhurnal Organicheskoi Khimii, 2007, Vol. 43, No. 5, pp. 767–769.
For communication L, see [1].
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Myznikov, L.V., Roh, J., Artamonova, T.V. et al. Tetrazoles: LI. Synthesis of 5-substituted tetrazoles under microwave activation. Russ J Org Chem 43, 765–767 (2007). https://doi.org/10.1134/S107042800705020X
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DOI: https://doi.org/10.1134/S107042800705020X