Abstract
The reaction of unsymmetrical N,N′-disubstituted malonamides with benzenesulfonyl azide in the presence of sodium ethoxide gives individual sodium 1,2,3-triazol-5-olates or mixtures of their isomers, from the relative amounts of which the effect of substituents in the amido groups on the cyclization pathways and reactivities of α-diazoimidolates was ascertained.
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Yu. M. Shafran, V. A. Bakulev, V. S. Mokrushin, S. G. Alekseev, A. T. Lebedev, and P. A. Sharbatyan, Khim. Geterotsikl. Soedin., No. 7, 926 (1986).
J. T. Witkovsky, R. K. Robins, and F. A. Lehmkuhl, US Patent No. 3,948,885; Ref. Zh. Khim., 10,145P (1977).
P. Murray-Rust, J. McManus, S. P. Lennon, A. E. A. Porter, and J. A. Rechka, J. Chem. Soc., Perkin Trans. 1, No. 4, 713 (1984).
K. Sakaguchi, M. Tsujino, M. Yoshizawa, K. Mizuno, and K. Nayano, Cancer Res., 35, 1643 (1975).
E. F. Dankova, V. A. Bakulev, and D. P. Krut'ko, Khim. Geterotsikl. Soedin., No. 6, 775 (1991).
H. Günther, Introduction to a Course in NMR Spectroscopy [Russian translation], Mir, Moscow (1984).
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1521–1527, November, 1991.
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Kolobov, M.Y., Morzherin, Y.Y., Bakulev, V.A. et al. Synthesis and study of the cyclization pathways and reactivities of α-diazoimidolates. Chem Heterocycl Compd 27, 1228–1233 (1991). https://doi.org/10.1007/BF00471750
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DOI: https://doi.org/10.1007/BF00471750