Abstract
Hydrazones derived from substituted benzophenones and fluorenone reacted with 4-aryl-2-hydroxy-4-oxobut-2-enoic and 2-hydroxy-5,5-dimethyl-4-oxohex-2-enoic acids to give the corresponding 2-(2-ylidenehydrazino) derivatives which may be used as initial compounds for the synthesis of 3-hydrazono-3H-furan-2-ones. The obtained but-2-enoic and hex-2-enoic acid derivatives in solution may exist as Z- and E-isomeric enehydrazine tautomers or hydrazone tautomers with syn or anti orientation of substituents with respect to the double C=N bond.
Similar content being viewed by others
References
Komarova, O.A., Igidov, N.M., Rubtsov, A.E., Zalesov, V.V., Makarov, A.S., and Toksarova, Yu.S., Russ. J. Org. Chem., 2010, vol. 46, p. 236.
Rubtsov, A.E. and Zalesov, V.V., Russ. J. Org. Chem., 2003, vol. 39, p. 869.
Gein, V.L., Kon’shina, L.O., and Andreichikov, Yu.S., Zh. Org. Khim., 1992, vol. 28, p. 2134.
Igidov, N.M., Rubtsov, A.E., Tyuneva, A.V., Zalesov, V.V., Borodin, A.Yu., and Bukanova, E.V., Russ. J. Org. Chem., 2009, vol. 45, p. 698.
Yakimovich, S.I., Nikolaev, V.N., and Kutsenko, E.Yu., Zh. Org. Khim., 1982, vol. 18, p. 762.
Yakimovich, S.I. and Zerova, I.V., Zh. Org. Khim., 1980, vol. 16, p. 1633.
Yakimovich, S.I., Zerova, I.V., and Gavrilova, N.N., Zh. Org. Khim., 1977, vol. 13, p. 263.
Shapet’ko, N.N., Khatipov, S.A., Andreichikov, Yu.S., Kozlov, A.P. and Ryabova, V.V., Zh. Obshch. Khim., 1985, vol. 55, p. 661.
Author information
Authors and Affiliations
Corresponding author
Additional information
Original Russian Text © O.A. Komarova, N.M. Igidov, N.N. Koryagina, A.S. Makarov, Yu.S. Toksarova, A.E. Rubtsov, 2011, published in Zhurnal Organicheskoi Khimii, 2011, Vol. 47, No. 1, pp. 110–115.
Rights and permissions
About this article
Cite this article
Komarova, O.A., Igidov, N.M., Koryagina, N.N. et al. Chemistry of iminofurans: VI.* Synthesis and structure of 2-(2-ylidenehydrazino)-substituted 4-aryl-4-oxobut-2-enoic and 5,5-dimethyl-4-oxohex-2-enoic acids. Russ J Org Chem 47, 109–114 (2011). https://doi.org/10.1134/S1070428011010131
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1134/S1070428011010131