Abstract
The interaction of 1-methallylpyrazoles with acetic or propionic anhydride in the presence of perchloric acid forms products of acylation at the double bond and subsequent heterocyclization — pyrazolo[1,2-a]pyridazinium salts — that are representatives of a new heteroaromatic system. Analogous cyclization is observed in the acylation of 3-(2-hydroxy-2-methylpropyl-pyrazole.
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Literature Cited
V. N. Voshchula, S. V. Tolkunov, and V. I. Dulenko, Khim. Geterotsikl. Soedin., No. 5, 1132 (1985).
V. N. Voshchula, S. V. Tolkunov, R. Ya. Mushii, and V. I. Dulenko, “New developments in the chemistry of azines,” in: Summaries of Papers from 2nd All-Union Conference on the Chemistry of Azines, Sverdlovsk (1985), p. 137.
A. T. Balaban, A. Dinchulescu, G. N. Dorofeenko, G. W. Fischer, A. V. Koblik, V. V. Mezheritskii, and S. Schroth, Pyrylium Salts, Syntheses, Reactions, and Physical Properties, Academic Press, New York (1982), p. 27.
G. N. Dorofeenko, S. V. Krivun, and V. I. Dulenki, USSR Inventor's Certificate No. 176,592; Byull. Izobret., No. 23 (1965).
T. S. Sadykov, S. S. Kolkhosova, and K. B. Erzhanov, Izv. Akad. Nauk KazSSR, Ser. Khim., No. 2, 68 (1988).
Yu. B. Vysotskii, E. A. Semskaya, B. P. Zemskii, and V. I. Dulenko, Khim. Geterotsikl. Soedin., No. 4, 544 (1987).
Yu. B. Vysotskii and B. P. Zemskii, Khim. Geterotsikl. Soedin., No. 7, 984 (1980).
Yu. B. Vysotskii, Teor. éksp. Khim., 17, 469 (1981).
Yu. B. Vysotskii, Zh. Strukt. Khim., 19, 605 (1978).
Yu. B. Vysotskii, Zh. Strukt. Khim., 16, 986 (1975).
M. M. Mestechkin, Density Matrix Method in the Theory of Molecules [in Russian], Naukova Dumka, Kiev (1977).
Yu. B. Vysotskii, Opt. Spektrosk., 44, 1025 (1978).
Yu. B. Vysotskii, B. P. Zemskii, E. A. Zemskaya, V. I. Dulenko, L. V. Dulenko, E. V. Kuznetsov, and G. N. Dorofeenko, Khim. Geterotsikl. Soedin., No. 4, 460 (1986).
é. G. Darbinyan, G. O. Torosyan, V. V. Tserunyan, A. T. Babayan, and S. G. Matsoyan, USSR Inventor's Certificate No. 996,414; Byull. Izobret., No. 6 (1983).
A. é. Yavorskii, A. V. Stetsenko, S. G. Zavgorodnii, and V. L. Florent'ev, Khim. Geterotsikl. Soedin., No. 2, 198 (1988).
S. G. Matsoyan, é. G. Darbinyan, and Yu. B. Mitarzdhyan, USSR Inventor's Certiciate No. 237,905; Byull. Izobret., No. 9 (1969).
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 12, pp. 1623–1631, December, 1990.
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Voshula, V.N., Vysotskii, Y.B., Seraya, V.I. et al. Synthesis, electronic structure, and physicochemical characteristics of pyrazolo[1,2-a]pyridazinium. Chem Heterocycl Compd 26, 1349–1357 (1990). https://doi.org/10.1007/BF00473962
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DOI: https://doi.org/10.1007/BF00473962