Abstract
Ethyl 2-hydroxy-1-(2-thioxopyridin-1(2H)-yl)indolizin-3-carboxylate was formed along with ethyl (2-thioxopyridin-1(2H)-acetate from the reaction of 2-bromo-1-(ethoxycarbonylmethyl)pyridinium bromide with sodium sulfide. The structures of all compounds were confirmed by X-ray crystallography.
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REFERENCES
E. V. Babaev, A. A. Tsisevich, D. V. Al'bov, V. B. Rybakov, and L. A. Aslanov, Izvest. Akad. Nauk, Ser. Khim.,, 252 (2005).
G. V. Boyd and P. H. Wright, J. Chem. Soc. (C), 1485 (1970).
H. Petride and D. Raileanu, Rev. Roum. Chim., 33, 729 (1988).
J. Liebscher and A. Hassoun, Synthesis, 10, 816 (1988).
E. V. Babaev, J. Heterocycl. Chem., 37, 519 (2000).
A. W. Erian, A. Konno, and T. Fuchigami, J. Org. Chem., 60, 7654 (1995).
B. Blank, N. W. DiTullio, A. J. Crog, and H. L. Saunders, J. Med. Chem., 21, 489 (1978).
H. Pauls and F. Krohnke, Chem. Ber., 109, 3653 (1976).
A. Dainis, Austral. J. Chem., 25, 1549 (1972).
R. A. Nugent and M. Murphy, J. Org. Chem., 52, 2206 (1987).
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, 1250–1255, August, 2005.
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Babaev, E.V., Smirnov, G.A. & Rybakov, V.B. Heterocycles with a Bridging Nitrogen Atom. 17. Unexpected Formation of Indolizine during the Preparation of (2-Thioxopyridin-1-yl) Acetate. Chem Heterocycl Compd 41, 1071–1075 (2005). https://doi.org/10.1007/s10593-005-0282-5
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DOI: https://doi.org/10.1007/s10593-005-0282-5