Keywords
acetylenedicarboxylates
cyclocondensation
Michael addition
thiazolidin-4-ones
thiosemicarbazides.
thioureas
Abstract
Thiazolidin-4-ones functionalized at the position 5 and their heterocycle-annulated analogues were obtained based on the reaction of thioureas with dialkyl acetylenedicarboxylates. In most cases the reaction proceeds with high selectivity to form 2-iminothiazolidin-4-one-type products.
References
.
Dolomanov O.V., Bourhis L.J., Gildea R.J., Howard J.A., Puschmann H.
Journal of Applied Crystallography,
2009
.
Izmest'ev A.N., Kravchenko A.N., Gazieva G.A.
Mendeleev Communications,
2022
.
Izmest’ev A.N., Gazieva G.A., Kolotyrkina N.G., Daeva E.D., Kravchenko A.N.
Chemistry of Heterocyclic Compounds,
2020
.
Ye X., Zhou W., Li Y., Sun Y., Zhang Y., Ji H., Lai Y.
Cancer Chemotherapy and Pharmacology,
2010
.
Izmest’ev A.N., Vinogradov D.B., Kolotyrkina N.G., Kravchenko A.N., Gazieva G.A.
Beilstein Journal of Organic Chemistry,
2021
.
Ren D., Hu X., Li X.
Chemistry of Heterocyclic Compounds,
2019
.
Lesyk R., Zimenkovsky B.
Current Organic Chemistry,
2004
.
Tomasic T., Masic L.
Current Medicinal Chemistry,
2009
.
Singh S.P., Parmar S.S., Raman K., Stenberg V.I.
Chemical Reviews,
1981
.
Giannola L.I., Giammona G., Palazzo S., Lamartina L.
Journal of the Chemical Society Perkin Transactions 1,
1984
.
Belskaya N.P., Lugovik K.I., Ivina A.D., Bakulev V.A., Fan Z.J.
Chemistry of Heterocyclic Compounds,
2014
.
Izmest'ev A.N., Motornov V.A., Vinogradov D.B., Ioffe S.L., Kravchenko A.N., Gazieva G.A.
Organic Chemistry Frontiers,
2022
.
Lown J.W., Ma J.C.
Canadian Journal of Chemistry,
1967
.
Izmest’ev A.N., Streltsov A.А., Kravchenko A.N., Gazieva G.А.
Chemistry of Heterocyclic Compounds,
2022
.
.
Vögeli U., von Philipsborn W., Nagarajan K., Nair M.D.
Helvetica Chimica Acta,
1978
.
Hassan G.S., Georgey H.H., Mohammed E.Z., Omar F.A.
European Journal of Medicinal Chemistry,
2019
.
Omar K., Geronikaki A., Zoumpoulakis P., Camoutsis C., Soković M., Ćirić A., Glamočlija J.
Bioorganic and Medicinal Chemistry,
2010
.
Hotta N.
Biomedicine and Pharmacotherapy,
1995
.
SATZINGER G., HERRMANN M., VOLLMER K.-., MERZWEILER A., GOMAHR H., HEIDENREICH O., GREVEN J.
ACS Symposium Series,
1978
.
Ibrahim A.M., Shoman M.E., Mohamed M.F., Hayallah A.M., Abuo-Rahma G.E.
European Journal of Organic Chemistry,
2023
.
Vinogradov D.B., Izmest’ev A.N., Kravchenko A.N., Strelenko Y.A., Gazieva G.A.
Beilstein Journal of Organic Chemistry,
2023
.
Izmest′ev A.N., Vinogradov D.B., Kravchenko A.N., Kolotyrkina N.G., Gazieva G.A.
International Journal of Molecular Sciences,
2023