Abstract
The application of microwave activation (MWA) to alkylation of 5-aryltetrazoles with dimethyl sulfate in organic solvents did not considerably affect the selectivity of the process compared to nonactivated procedure. A significant enhancement of the selectivity to the formation of N2-methyl-isomer occurred only in the alkylation in the dimethyl sulfate solution.
Similar content being viewed by others
References
Efimova, Yu.A., Artamonova, T.V., and Koldobskii, G.I., Zh. Org. Khim., 2008, vol. 44, p. 1361.
Koldobskii, G.I., Zh. Org. Khim., 2006, vol. 42, p. 478.
Ostrovskii, B.A., Koldobskii, G.I., and Trifonov, R.E., Comprehensive Heterocyclic Chem., III eds, Katrytsky, A.R., Ramsden, C.A., Scriven, E.F.V., and Taylor, R.J.K., Eds., Oxford: Elsevier, 2008, vol. 6, p. 257.
Libström, P., Tierney, J., Wathey, B., and Westman, J., Tetrahedron, 2001, vol. 57, p. 9225
Xu, Y. and Guo, Q.-X., Heterocycles, 2004, vol. 63, p. 903.
Kuznetsov, D.V., Raev, V.A., Kuranov, G.L., Arapov, O.V., and Kostenkov, R.R., Zh. Org. Khim., 2005, vol. 41, p. 1757.
Microwave Assisted Organic Synthesis, Tierney, J.P. and Lindstrom, P., Oxford: Blackwell Publ. Ltd, 2005.
Cleophax, J., Liagre, M., Loupy, A., and Petit, A., Org. Process, Res. Dev., 2000, vol. 4, p. 498.
Loupy, A., Perreux, L., Liagre, M., Burle, K., and Moneuse, M., Pure, Appl. Chem., 2001, vol. 73, p. 161.
Perreux, L. and Loupy, A., Tetrahedron., 2001, vol. 57, p. 9199.
Shirobokov, I.Yu., Ostrovskii, V.A., and Koldobskii, G.I., Zh. Org. Khim., 1980, vol. 16, p. 788.
Demko, Z.P. and Sharpless, K.B., J. Org. Chem., 2001, vol. 66, p. 7945.
Moskvin, A.V., Ostrovskii, V.A., Shirobokov, I.Yu., Koldobskii, G.I., and Gidaspov, B.V., Zh. Org. Khim., 1978, vol. 14, p. 2440.
Author information
Authors and Affiliations
Corresponding author
Additional information
Original Russian Text © Yu.A. Efimova, T.V. Artamonova, G.I. Koldobskii, 2009, published in Zhurnal Organicheskoi Khimii, 2009, Vol. 45, No. 5, pp. 740–742.
For communication LIII, see [1].
Rights and permissions
About this article
Cite this article
Efimova, Y.A., Artamonova, T.V. & Koldobskii, G.I. Tetrazoles: LIV. Alkylation of 5-aryltetrazoles under microwave activation. Russ J Org Chem 45, 725–727 (2009). https://doi.org/10.1134/S1070428009050133
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1134/S1070428009050133