Abstract
Reactions of 4-fluoro-5-polyfluoroalkyl-1,2-dithiol-3-thiones with hydroxylamine and hydrazines occur with replacement of the thiocarbonyl by imino group affording oximes and hydrazones respectively. N-Alkyl-and N-aryl-3-imino-1,2-dithiolenes formed in reactions of 3-chlorothio-1,2-dithiolium salts with primary alkyl-or arylamines. 3-Chlorothio-1,2-dithiolium salts react with compounds possessing an active methylene group yielding 3-ylideno derivatives of 1,2-dithiolenes.
Similar content being viewed by others
References
Timoshenko, V. M., Bouillon, J.-P., Shermolovich, Yu. G., and Portella, C., Tetrahedron Lett., 2002, vol. 43, p. 5809.
Fesun, I.N., Timoshenko, V.M., Chernega, A.N., and Shermolovich, Yu.G., Zh. Org. Khim., 2005, no. 350/04.
Vasil’eva, T.P., Lin’kova, M.G., and Kil’disheva, O.V., Usp. Khim., 1976, vol. 45, p. 1269.
Timoshenko, V.M., Nikolin, Ya.V., Kolesnik, N.P., and Shermolovich, Yu.G., Zh. Org. Khim., 2001, vol. 37, p. 666.
Pedersen, C.T., Adv. Heterocycl. Chem., 1982, vol. 31, p. 63.
Author information
Authors and Affiliations
Corresponding author
Additional information
Original Russian Text © I.N. Fesun, V.M. Timoshenko, Yu.G. Shermolovich, 2006, published in Zhurnal Organicheskoi Khimii, 2006, Vol. 42, no. 2, pp. 272–276.
Rights and permissions
About this article
Cite this article
Fesun, I.N., Timoshenko, V.M. & Shermolovich, Y.G. Synthesis of 3-imino and 3-ylideno derivatives of 4-fluoro-5-polyfluoroalkyl-1,2-dithiolenes. Russ J Org Chem 42, 261–265 (2006). https://doi.org/10.1134/S1070428002120187
Received:
Issue Date:
DOI: https://doi.org/10.1134/S1070428002120187