Chemistry of Heterocyclic Compounds, volume 56, issue 12, pages 1569-1578
Synthesis of 5-arylmethylidene-3-(arylmethylideneamino)thiazolidine-2,4-diones via triazine ring cleavage of tetrahydroimidazothiazolotriazinediones and their reactions with azomethine ylides
Publication type: Journal Article
Publication date: 2020-12-01
Journal:
Chemistry of Heterocyclic Compounds
Quartile SCImago
Q3
Quartile WOS
Q3
Impact factor: 1.5
ISSN: 00093122, 15738353
Organic Chemistry
Abstract
Cleavage of 1,3-dimethyl-3,3a,9,9a-tetrahydroimidazo[4,5- e ]thiazolo[3,2- b ][1,2,4]triazine-2,7(1 H ,6 H )-diones upon treatment with aromatic aldehydes has been shown to afford ( Z )-5-arylmethylidene-3-(( E )-arylmethylideneamino)thiazolidine-2,4-diones bearing two identical or different arylmethylidene fragments at the exocyclic nitrogen atom and at position 5 of thiazolidine cycle. 1,3-Dipolar cycloaddition reaction of thiazolidine-2,4-dione derivatives with azomethine ylide generated from isatin and sarcosine gave diastereomerically pure dispiro[indole-3,2′-pyrrolidine-3′,5″-thiazolidine]-2,2″,4″-triones in good yields. Dispiro compound with two 4-methoxyphenyl fragments exhibited slight antiproliferative activity toward CCRF-CEM (leukemia) and CAKI-1 (renal cancer) cell lines.
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Izmestev A. N. et al. Synthesis of 5-arylmethylidene-3-(arylmethylideneamino)thiazolidine-2,4-diones via triazine ring cleavage of tetrahydroimidazothiazolotriazinediones and their reactions with azomethine ylides // Chemistry of Heterocyclic Compounds. 2020. Vol. 56. No. 12. pp. 1569-1578.
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Izmestev A. N., Gazieva G. A., Kolotyrkina N. G., Daeva E. D., Kravchenko A. N. Synthesis of 5-arylmethylidene-3-(arylmethylideneamino)thiazolidine-2,4-diones via triazine ring cleavage of tetrahydroimidazothiazolotriazinediones and their reactions with azomethine ylides // Chemistry of Heterocyclic Compounds. 2020. Vol. 56. No. 12. pp. 1569-1578.
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TY - JOUR
DO - 10.1007/S10593-020-02851-W
UR - https://doi.org/10.1007%2FS10593-020-02851-W
TI - Synthesis of 5-arylmethylidene-3-(arylmethylideneamino)thiazolidine-2,4-diones via triazine ring cleavage of tetrahydroimidazothiazolotriazinediones and their reactions with azomethine ylides
T2 - Chemistry of Heterocyclic Compounds
AU - Izmestev, Alexei N
AU - Kolotyrkina, Natalya G
AU - Daeva, Elena D
AU - Gazieva, Galina A
AU - Kravchenko, Angelina N
PY - 2020
DA - 2020/12/01 00:00:00
PB - Springer Nature
SP - 1569-1578
IS - 12
VL - 56
SN - 0009-3122
SN - 1573-8353
ER -
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@article{2020_Izmestev,
author = {Alexei N Izmestev and Natalya G Kolotyrkina and Elena D Daeva and Galina A Gazieva and Angelina N Kravchenko},
title = {Synthesis of 5-arylmethylidene-3-(arylmethylideneamino)thiazolidine-2,4-diones via triazine ring cleavage of tetrahydroimidazothiazolotriazinediones and their reactions with azomethine ylides},
journal = {Chemistry of Heterocyclic Compounds},
year = {2020},
volume = {56},
publisher = {Springer Nature},
month = {dec},
url = {https://doi.org/10.1007%2FS10593-020-02851-W},
number = {12},
pages = {1569--1578},
doi = {10.1007/S10593-020-02851-W}
}
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MLA
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Izmestev, Alexei N., et al. “Synthesis of 5-arylmethylidene-3-(arylmethylideneamino)thiazolidine-2,4-diones via triazine ring cleavage of tetrahydroimidazothiazolotriazinediones and their reactions with azomethine ylides.” Chemistry of Heterocyclic Compounds, vol. 56, no. 12, Dec. 2020, pp. 1569-1578. https://doi.org/10.1007%2FS10593-020-02851-W.