Abstract
Derivatives of Β-alkoxy- and Β-(phenylamino)styrylpyrylium salts, the hydrolysis of which leads to phenacylpyrylium salts and 4-benzoylmethylenepyrans, are formed in the reaction of 4-phenylethynylpyrylium salts with alcohols and aromatic amines. Ethynyl-substituted pyridines and pyridinium salts were synthesized by the action of ammonium acetate and methylamine, benzylamine, and butylamine. A Β-methylaminostyryl-1-methyl-substituted pyridinium salt is formed with excess methylamine.
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Literature Cited
A. V. Koblik, L. A. Murad'yan, O. E. Kompan, D. S. Yufit, Yu. T. Struchkov, Yu. A. Zhdanov, L. P. Olekhnovich, and G. P. Zolotovskova, Khim. Geterotsikl. Soedin., No. 7, 885 (1988).
M. Siemiatycki, Ann. Chim., No. 2, 189 (1957).
M. Basseti and B. Floris, Summaries of Papers Presented at the 6th European Conference on Organometallic Chemistry [Russian translation], Riga (1985), p. 118.
R. D. Bach, R. A. Woodward, Y. J. Anderson, and M. D. Glick, J. Org. Chem., 47, 3707 (1982).
A. T. Balaban, A. Dinculescu, G. N. Dorofeenko, G. W. Fischer, A. V. Koblik, V. V. Mezheritskii, and W. Schroth, Advances in Heterocyclic Chemistry, Supplement 2, Academic Press, New York (1982), p. 323.
G. N. Dorofeenko, V. V. Mezheritskii, and A. L. Vasserman, Khim. Geterotsikl. Soedin., No. 10, 1338 (1974).
G. A. Reynolds and J. A. Van Allan, J. Org, Chem., 34, 2736 (1969).
G. N. Dorofeenko, A. V. Koblik, L. A. Murad'yan, T. I. Polyakova, and B. A. Tertov, Zh. Org. Khim., 16, 1741 (1980).
A. V. Koblik, L. A. Murad'yan, S. G. Blagorodov, L. N. Chernavskaya, and N. A. Dmitrieva, USSR Author's Certificate No. 1189861; Byull. Izobret., No. 41, 103 (1985).
N. A. Dmitrieva, L. N. Chernavskaya, S. G. Blagorodov, A. P. Shepelev, A. V. Koblik, and L. A. Murad'yan, USSR Author's Certificate No. 1244148; Byull. Izobret., No. 26, 104 (1986).
H. Strzelecka and M. M. Simalty-Siemiatycki, Compt. Rend., C, 260. no. 14, 3989 (1965).
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 299–306, March, 1990.
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Murad'yan, L.A., Zolotovskova, G.P. & Koblik, A.V. Ethynyl carbonium ions. 2. Reactions of 4-ethynylpyrylium perchlorates with alcohols and nitrogen-containing nucleophiles. Chem Heterocycl Compd 26, 252–259 (1990). https://doi.org/10.1007/BF00472537
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DOI: https://doi.org/10.1007/BF00472537