Synthesis and study of the rearrangements of 5-(1,2,3-triazol-4-yl)- 1,2,3-thiadiazoles / Bakulev V.A., Tarasov E.V., Morzherin Y.Yu., Luyten I., Toppet S., Dehaen W. // Tetrahedron. - 1998. - V. 54, l. 29. - P. 8501-8514.

ISSN:
00404020
Type:
Article
Abstract:
A method for the synthesis of heterocyclic ring conjugates containing 1,2,3-thiadiazole and 1,2,3-triazole nuclei was elaborated. The mechanism of rearrangement (effect of substituents and solvents) was investigated by NMR spectroscopy. A novel domino-type rearrangement involving both heterocycles was discovered.
Author keywords:
Index keywords:
5 (1,2,3 triazol 4 yl) 1,2,3 thiadiazole; thiadiazole derivative; unclassified drug; article; chemical structure; cyclization; nuclear magnetic resonance spectroscopy; priority journal; solubility; sy
DOI:
10.1016/S0040-4020(98)00449-9
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https://www.scopus.com/inward/record.uri?eid=2-s2.0-0032537716&doi=10.1016%2fS0040-4020%2898%2900449-9&partnerID=40&md5=156a23a9b475b68561e5256cb813ba7e
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Link https://www.scopus.com/inward/record.uri?eid=2-s2.0-0032537716&doi=10.1016%2fS0040-4020%2898%2900449-9&partnerID=40&md5=156a23a9b475b68561e5256cb813ba7e
Affiliations Ural State Technical University, 620002, Ekaterinburg, Russian Federation; Department of Chemistry, University of Leuven, Celestijnenlaan 200F, 3001 Heverlee (Leuven), Belgium
References L'abbé, G., D'hooge, B., Dehaen, W., (1996) Molecules, 1, pp. 190-200; Morzherin, Y.Y., Bakulev, V.A., Dankova, E.F., Mokrushin, V.S., (1994) Khim. Geterotsikl. Soedin., p. 548; Bakulev, V.A., Morzherin, Y.Y., Lebedev, A.T., Dankova, E.F., Kolobov, M.Y., Shafran, Y.M., (1993) Bull. Soc. Chim. Belg., 102, pp. 493-502; Tarasov, E.V., Morzherin, Y.Y., Toppet, S., Dehaen, W., Bakulev, V.A., (1997) J. Chem. Res., 396 (S), pp. 2472-2485M; Bakulev, V.A., Kappe, C.O., Padwa, A., (1996) Organic Synthesis: Theory and Applications, 3, pp. 149-229. , JAI Press Inc; Regitz, M., (1977) Newer Methods of Preparative Organic Chemistry, p. 201. , Foerst W.; Ed. Verlag.Chem.; Acad. Press; Zhang, H.-Ch., Makyaniff, B.E., (1997) J. Org. Chem., 62 (6), pp. 1804-1809; Niemz, A., Imbriglio, J., Rotello, V.M., (1997) J. Am. Chem. Soc., 119, p. 887; Padwa, A., Price, A.T., Zhi, L., (1996) J. Org. Chem., 61 (7), pp. 2283-2292; L'abbé, G., (1990) Bull. Soc. Chim. Belg., 99, pp. 281-291; L'abbé, G., Dekerk, J.-P., Deketele, M., (1983) J. Chem. Soc., Chem. Commun., pp. 588-589; Kolobov, M.Yu., Bakulev, V.A., Mokrushin, V.S., (1992) Khim.Geterotsikl. Soedin., p. 1208
Correspondence Address Bakulev, V.A.; Ural State Technical University, 620002 Ekaterinburg, Russian Federation; email: wim.dehaen@chem.kuleuven.ac.be
CODEN TETRA
Language of Original Document English
Abbreviated Source Title Tetrahedron
Source Scopus