Abstract
New fluorinated 2-arylhydrazones of 1,2,3-tricarbonyl compounds were obtained by coupling fluorine-containing 3-oxo esters, 1,3-diketones, and their copper chelates with aryldiazonium chlorides. Reactions of these arylhydrazones with hydrazine hydrate, phenylhydrazine, thiosemicarbazide, and hydroxylamine gave the corresponding pyrazole and isoxazole derivatives.
Similar content being viewed by others
References
Comprehensive Organic Chemistry, Eds. D. Barton and W. D. Ollis, Pergamon Press, New York, 1979,2, 734 pp.
A. Mitchell and D. C. Nonhebel,Tetrahedron, 1979,35, 2013.
A. T. Prudchenko, G. S. Shchegoleva, V. A. Barkhash, and N. N. Vorozhtsova,Zh. Obshch. Khim., 1967,37, 2487 [J. Gen. Chem. USSR, 1967,37 (Engl. Transl.)].
A. F. Shivanyuk, L. S. Kudryavtseva, M. O. Lozinskii, V. M. Neplyuev, Yu. A. Fialkov, and A. G. Bratolyubova,Ukr. Khim. Zh. [Ukrainian Chemical Journal], 1981,47, 1078 (in Russian).
K. I. Pashkevich, V. I. Saloutin, and I. Ya. Postovskii,Usp. Khim., 1981,50, 325 [Russ. Chem. Rev., 1981,50 (Engl. Transl.)]; K. I. Pashkevich and V. I. Saloutin,Usp. Khim., 1985,54, 1997 [Russ. Chem. Rev., 1985,54 (Engl. Transl.)].
L. A. Kazitsina and N. B. Kupletskaya,Primenenie UF-IK-, YaMR- i mass-spektroskopii v organicheskoi khimii [Application of UV, IR, NMR, and Mass Spectroscopy in Organic Chemistry], Moskovskii Universitet, Moscow, 1979 (in Russian).
K. I. Pashkevich, Z. E. Skryabina, and V. I. Saloutin,Izv. Akad. Nauk SSSR, Ser. Khim., 1987, 2527 [Bull. Acad. Sci. USSR, Div. Chem. Sci., 1987,36, 2347 (Engl. Transl.)]; Z. E. Skryabina, Ya. V. Burgart, and V. I. Saloutin,Zh. Org. Khim., 1997,33, 442 [Russ. J. Org. Chem., 1997,33 (Engl. Transl.)].
A. W. Nineham,Chem. Rev., 1955,55, 355.
Author information
Authors and Affiliations
Additional information
Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 4, pp. 695–700, April, 1998.
Rights and permissions
About this article
Cite this article
Kuzueva, O.G., Burgart, Y.V. & Saloutin, V.I. Synthesis of 2-arylhydrazones of aliphatic fluorine-containing 1,2,3-tricarbonyl compounds and their reactions with dinucleophiles. Russ Chem Bull 47, 673–678 (1998). https://doi.org/10.1007/BF02495977
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF02495977