Abstract
A series of previously unknown trifluoroacetyl derivatives of pyrroles were obtained with high yields by the reaction of pyrroles, including N-vinyl-substituted pyrroles, with trifluoroacetic anhydride in the presence of pyridine at room temperature. The solvent and the substituents at the α and Β positions of the pyrrole ring do not affect the direction of electrophilic substitution.
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Literature Cited
I. A. Aliev, S. I. Zeinalova, B. R. Gasanov, A. I. Mikhaleva, and S. E. Korostova, Zh. Org. Khim., 24, 2436 (1988).
B. A. Trofimov and A. I. Mikhaleva, N-Vinylpyrroles [in Russian], Nauka, Novosibirsk (1984).
R. A. Jones and G. P. Bean, The Chemistry of Pyrroles, Academic Press, London-New York-San Francisco (1977).
D. J. Chadwick, G. D. Meakins, and C. A. Rhodes, J. Chem. Res., Synop., 2, 42 (1980); Chem. Abs., 93, 132315 (1980).
K. Imuro and F. Hanafusa, Bull. Chem. Soc. Jpn., 49, 1363 (1976); Ref. Zh. Khim., 21Zh47 (1976).
D. J. Chadwick and S. T. Hodgson, J. Chem. Soc., Perkin Trans. I, No. 1, 93 (1983).
A. Cipiciani, S. Clementi, P. Lina, G. Savelli, and G. V. Sebastiani, Tetrahedron, 33, 2595 (1976).
A. N. Kost, V. A. Budylin, N. N. Romanova, and E. D. Matveeva, Khim. Geterotsikl. Soedin., No. 9, 1233 (1981).
A. Gossauer, Die Chemie der Pyrrole, Springer Verlag, Berlin-Heidelberg-New York (1974).
B. A. Trofimov, A. I. Mikhaleva, S. E. Korostova, A. N. Vasil'ev, and L. N. Balabanova, USSR Inventor's Certificate No. 698,981; Byull. Izobret., No. 43 (1979).
B. A. Trofimov, A. I. Mikhaleva, S. E. Korostova, L. N. Sobenina, A. N. Vasil'ev, and L. V. Balashenko, Zh. Org. Khim., 15, 2042 (1979).
B. A. Trofimov, A. I. Mikhaleva, A. I. Belyaevskii, N. A. Volyanskaya, S. E. Korostova, L. N. Balabanova, A. N. Vasil'ev, and Yu. L. Volyanskii, Khim.-farm. Zh., No. 3, 25 (1981).
G. Ciamician and M. Dennstedt, Gazz. Chim. Ital., 13, 445 (1983).
A. I. Mikhaleva, S. E. Korostova, A. N. Vasil'ev, L. N. Balabanova, N. P. Sokol'nikova, and B. A. Trofimov, Khim. Geterotsikl. Soedin., No. 12, 1636 (1977).
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For Communication 37, see [1].
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 48–52, January, 1989.
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Korostova, S.E., Mikhaleva, A.I., Sobenina, L.N. et al. Pyrroles from ketoximes and acetylene. Chem Heterocycl Compd 25, 39–43 (1989). https://doi.org/10.1007/BF00472615
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DOI: https://doi.org/10.1007/BF00472615