Abstract
4-Aryl-2-phenyl-1,2-dihydrophthalazine-1-thiones react with nitrile imides according to the [3 + 2]-cycloaddition pattern to give phthalazinespirothiadiazoles. The reaction occurs regioselectively at the exocyclic C=S bond.
Similar content being viewed by others
REFERENCES
Firsova, O.V., Dolgushina, T.S., Polukeev, V.A., Zavodnik, V.E., Stash, A.I., Bel’skii, V.K., and Galishev, V.A., Russ. J. Org. Chem., 2004, vol. 40, p. 1175.
Huisgen, R., Grashey, R., Seidel, M., Knupfer, H., and Schmidt, R., Justus Liebigs Ann. Chem., 1962, vol. 658, p. 169.
1,3-Dipolar Cycloaddition Chemistry, Padwa, A., Ed., New York: Wiley, 1984, vol. 1, p. 360.
Grubert, L., Patzel, M., Jugelt, W., Riemer, B., and Liebscher, J., Justus Liebigs Ann. Chem., 1994, p. 1005.
Oparin, D.A., Motovilin, D.B., and Galishev, V.A., Zh. Org. Khim., 1992, vol. 28, p. 1100.
Labeish, N.N., Oparin, D.A., Bel’skii, V.K., and Galishev, V.A., Russ. J. Org. Chem., 1997, vol. 33, p. 381.
Oparin, D.A., Yakovlev, S.V., Motovilin, D.B., and Galishev, V.A., Zh. Org. Khim., 1992, vol. 28, p. 1317.
Huisgen, R., Seidel, M., Wallbilich, G., and Knupfer, H., Tetrahedron, 1962, vol. 17, p. 3.
Author information
Authors and Affiliations
Additional information
__________
Translated from Zhurnal Organicheskoi Khimii, Vol. 41, No. 3, 2005, pp. 462–467.
Original Russian Text Copyright © 2005 by Budarina, Plotnikov, Labeish, Bel’skii, Galishev.
For communication III, see [1].
Rights and permissions
About this article
Cite this article
Budarina, E.V., Plotnikov, V.F., Labeish, N.N. et al. Heterocyclic Thiones and Their Analogs in 1,3-Dipolar Cycloaddition Reactions: IV. Reactions of 4-Aryl-2-phenyl-1,2-dihydrophthalazine-1-thiones with Nitrile Imides. Russ J Org Chem 41, 455–460 (2005). https://doi.org/10.1007/s11178-005-0187-x
Received:
Issue Date:
DOI: https://doi.org/10.1007/s11178-005-0187-x