Abstract
The products of cyclocondensation of 3-oxo-3-R1-N-R2-propanethioamides with 3-aryl-2-propenoyl chlorides in acetone in the presence of potassium carbonate are 5-acyl-1-aryl(alkyl)-4-aryl-6-thioxopiperidin-2-ones, 5-acyl-2-aryl-6-aryl(alkyl)amino-2,3-dihydro-4H-thiopyran-4-ones, and 2-acetonylidene-3,6-diaryl-5,6-dihydro-4H-1,3-thiazin-4-ones, the structure of which is proven by both spectral methods and chemical conversions.
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V. N. Britsun and M. O. Lozinskii, Khim. Geterotsikl. Soedin., 853 (2001).
V. N. Britsun, A. N. Esipenko, and M. O. Lozinskii, Khim. Geterotsikl. Soedin., 856 (2002).
V. N. Britsun and M. O. Lozinskii, Khim. Geterotsikl. Soedin., 1103 (2003).
V. N. Britsun and M. O. Lozinski, Khim. Geterotsikl. Soedin., 1256 (2004).
T. Nishio, Helv. Chim. Acta, 81, 1207 (1998).
J. L. Missio, H. S. Braibante, and M. E. Braibante, J. Heterocycl. Chem., 33, 1243 (1996).
J. Becher, H. Nissen, and K. S. Varma, Liebigs Ann. Chem., 6, 1109 (1986).
F. Duus, J. Am. Chem. Soc., 108, 630 (1986).
V. N. Britsun, A. N. Esipenko, and M. O. Lozinskii, Khim. Geterotsikl. Soedin., 905 (2006).
A. N. Borisevich, L. S. Samoilenko, M. O. Lozinskii, E. B. Rusanov, and A. N. Chernega, Zh. Obshch. Khim., 71, 1866 (2001).
Beilstein, 7, 271 (1925).
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 623–628, April, 2006
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Britsun, V.N., Borisevich, A.N., Esipenko, A.N. et al. Cycloacylation of 3-oxo-3-R1-N-R2-propanethioamides by 3-aryl-2-propenoyl chlorides. Chem Heterocycl Compd 42, 546–550 (2006). https://doi.org/10.1007/s10593-006-0124-0
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DOI: https://doi.org/10.1007/s10593-006-0124-0