Acid-base transformations of quaternary salts of pyridylindoles
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It was established that the reaction of alkali with 4-(3-indolyl)pyridinium salts gives stable anhydronium bases, which are readily alkylated at the indole nitrogen atom. The pK a values of the anhydro bases were determined by spectrometry. The spectral data and reactivities are compared with the results of calculation by the self-consistent-field (SCF) MO LCAO method.
KeywordsNitrogen Organic Chemistry Pyridinium Nitrogen Atom Indole
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- 1.A. R. Katritzky, Khim. Geterotsikl. Soedin., No. 8, 1011 (1972).Google Scholar
- 2.Yu. B. Vysotskii, N. A. Kovach, and O. P. Shvaika, Khim. Geterotsikl. Soedin., No. 9, 1186 (1977).Google Scholar
- 3.N. A. Klyuev, A. K. Sheinkman, R. A. Khmel'nitskii, G. A. Mal'tseva, and N. A. Kal'nitskii, Zh. Org. Khim., 13, 1079 (1977).Google Scholar
- 4.S. Goodwin, A. F. Smith, and E. C. Hornina, J. Am. Chem. Soc., 81, 1903 (1959).Google Scholar
- 5.G. T. Tatevosyan, Anhydronium Bases of the Carboline Series [in Russian], Yerevan (1966), p. 78.Google Scholar
- 6.V. V. S. Iyer and R. Robinson, J. Chem. Soc., 1635 (1934).Google Scholar
- 7.J. Bergman, J. Heterocycl. Chem., 7, 1071 (1970).Google Scholar
- 8.W. J. Fanshawe, V. J. Bauer, S. R. Safir, D. A. Blickens, and S. J. Riggi, J. Med. Chem., 13, 993 (1970).Google Scholar