Abstract
A novel regioselective synthesis of thieno[3, 2-blpyridines and thiazolo[4,5-blpyridines from 2-bromo-I-phenyl ethylidenemalononitrile is proposed. In the case of the thiazolo[4, 5-b]pyridines, the intermediate 5-(2, 2-dicyano-l-phenylvinyl)thiazoles were separated. Formation of the thiazolo(4,5-b]pyridines was confirmed by x-ray analysis.
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M. Yokogama, M. Tolinishi, A. Kurihara, and T. Imamoto, Chem. Lett., No. 12, 1933 (1982).
M. Yokogama and T. Imarnoto, Synthesis, No. 10, 797 (1984).
R. Evers, S. J. Quincoses, and I. Bahn, East German Patent 285982 (1991).
V. L. Ivanov, V. A. Artemov, L. A. Rodinovskaya, A. M. Shestopalov, V. N. Nesterov, Yu. T. Struchkov, and V. P. Litvinov, Khim. Geterotsikl. Soedin., No. 1, 115 (1996).
V. A. Artemov, L. A. Rodinovskaya, A. M. Shestopalov, and V, P. Litvinov, Mendeleev Commun., No. 4, 149 (1993). (1993).
V. A. Artemov, L. A. Rodinovskaya, A, M. Shestopalov, and V. P, Litvinov, Khim. Geterotsikl. Soedin., No. 1, 122(1994).
F. H. Allen, O. Kennord, D. G. Watson, L. Brammer, A. G. Orpen, and R. Taylor, J. Chem. Soc., Perkin Trans.11, 1 (1987).
M. Süsse and S. Johne, J. Prakt. Chem.,323, 647 (1981).
Additional information
A. D. Zelinski Institute of Organic Synthesis, Russian Academy of Sciences, Moscow 117913. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 413–419, March, 1996. Original article submitted December 22, 1995.
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Ivanov, V.L., Artemov, V.A., Shestopalov, A.M. et al. 2-Bromo-i-phenylethylidenemalononitrile in the synthesis of thieno[3,2-b]pyridines and thiazolo[4,5-b]pyridines. Chem Heterocycl Compd 32, 359–364 (1996). https://doi.org/10.1007/BF01169260
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DOI: https://doi.org/10.1007/BF01169260