Bondžić, Bojan

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  • Bondžić, Bojan (3)
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Author's Bibliography

4-Oxothiazolidines with Exocyclic C=C Double Bond(s): Synthesis, Structure, Reactions and Biological Activity

Stojanović, Milovan; Džambaski, Zdravko; Bondžić, Bojan; Aleksić, Jovana; Baranac-Stojanović, Marija

(Bentham Science Publ Ltd, Sharjah, 2014)

TY  - JOUR
AU  - Stojanović, Milovan
AU  - Džambaski, Zdravko
AU  - Bondžić, Bojan
AU  - Aleksić, Jovana
AU  - Baranac-Stojanović, Marija
PY  - 2014
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/1810
AB  - 4-Oxothiazolidine core, owing to the wide range of pharmacological activities exhibited by its derivatives, has been recognized as an important structural motif in biologically active compounds. A subclass constitutes 4-oxothiazolidines with an exocyclic C=C double bond at the C(2)-position. Some of these derivatives are registered as active substances for the treatment of various diseases, such as Ralitoline, an antiepileptic, Etozolin, a diuretic, and Piprozolin, a choleretic. The exocyclic C=C double bond in these compounds contains one or two electron-accepting groups at its other end, so that they also belong to the class of the so-called push-pull alkenes. In the case of the nitrogen-unsubstituted molecules, the enamino tautomeric form with the exocyclic double bond is stabilized by the extended electron delocalization arising from the push-pull effect. In the absence of push-pull effect, the imino form would dominate. Therefore, these compounds exhibit properties characteristic for both 4-oxothiazolidine ring and push-pull alkenes. They are also proved to be useful synthetic interamediates for the formation of various mono- and polyheterocycles. The importance of 4-oxothiazolidine derivatives is witnessed by several review articles, the latest published in 2012, mainly dealing with the chemistry and biological activity of various 2-imino, 2-oxo, 2-thioxo and 2-alkyl(aryl)-substituted compounds. The lack of a comprehensive review on 2-alkylidene-4-oxothiazolidines has prompted us to collect the literature covering their synthesis, structure, reactivity and biological activity. Derivatives with two exocyclic C=C double bonds are included, too.
PB  - Bentham Science Publ Ltd, Sharjah
T2  - Current Organic Chemistry
T1  - 4-Oxothiazolidines with Exocyclic C=C Double Bond(s): Synthesis, Structure, Reactions and Biological Activity
VL  - 18
IS  - 9
SP  - 1108
EP  - 1148
DO  - 10.2174/138527281809140624120436
ER  - 
@article{
author = "Stojanović, Milovan and Džambaski, Zdravko and Bondžić, Bojan and Aleksić, Jovana and Baranac-Stojanović, Marija",
year = "2014",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/1810",
abstract = "4-Oxothiazolidine core, owing to the wide range of pharmacological activities exhibited by its derivatives, has been recognized as an important structural motif in biologically active compounds. A subclass constitutes 4-oxothiazolidines with an exocyclic C=C double bond at the C(2)-position. Some of these derivatives are registered as active substances for the treatment of various diseases, such as Ralitoline, an antiepileptic, Etozolin, a diuretic, and Piprozolin, a choleretic. The exocyclic C=C double bond in these compounds contains one or two electron-accepting groups at its other end, so that they also belong to the class of the so-called push-pull alkenes. In the case of the nitrogen-unsubstituted molecules, the enamino tautomeric form with the exocyclic double bond is stabilized by the extended electron delocalization arising from the push-pull effect. In the absence of push-pull effect, the imino form would dominate. Therefore, these compounds exhibit properties characteristic for both 4-oxothiazolidine ring and push-pull alkenes. They are also proved to be useful synthetic interamediates for the formation of various mono- and polyheterocycles. The importance of 4-oxothiazolidine derivatives is witnessed by several review articles, the latest published in 2012, mainly dealing with the chemistry and biological activity of various 2-imino, 2-oxo, 2-thioxo and 2-alkyl(aryl)-substituted compounds. The lack of a comprehensive review on 2-alkylidene-4-oxothiazolidines has prompted us to collect the literature covering their synthesis, structure, reactivity and biological activity. Derivatives with two exocyclic C=C double bonds are included, too.",
publisher = "Bentham Science Publ Ltd, Sharjah",
journal = "Current Organic Chemistry",
title = "4-Oxothiazolidines with Exocyclic C=C Double Bond(s): Synthesis, Structure, Reactions and Biological Activity",
volume = "18",
number = "9",
pages = "1108-1148",
doi = "10.2174/138527281809140624120436"
}
Stojanović, M., Džambaski, Z., Bondžić, B., Aleksić, J.,& Baranac-Stojanović, M. (2014). 4-Oxothiazolidines with Exocyclic C=C Double Bond(s): Synthesis, Structure, Reactions and Biological Activity.
Current Organic Chemistry
Bentham Science Publ Ltd, Sharjah., 18(9), 1108-1148.
https://doi.org/10.2174/138527281809140624120436
Stojanović M, Džambaski Z, Bondžić B, Aleksić J, Baranac-Stojanović M. 4-Oxothiazolidines with Exocyclic C=C Double Bond(s): Synthesis, Structure, Reactions and Biological Activity. Current Organic Chemistry. 2014;18(9):1108-1148
Stojanović Milovan, Džambaski Zdravko, Bondžić Bojan, Aleksić Jovana, Baranac-Stojanović Marija, "4-Oxothiazolidines with Exocyclic C=C Double Bond(s): Synthesis, Structure, Reactions and Biological Activity" Current Organic Chemistry, 18, no. 9 (2014):1108-1148,
https://doi.org/10.2174/138527281809140624120436 .
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Supplementary data for article: Džambaski, Z.; Toljic, D.; Bondzic, B.; Marković, R.; Baranac-Stojanović, M. Unusual Mode of Reactivity of 2-Alkylidene-4-Oxothiazolidine S-Oxides under the Pummerer Reaction Conditions. Tetrahedron 2013, 69 (46), 9819–9825. https://doi.org/10.1016/j.tet.2013.09.004

Džambaski, Zdravko; Toljić, Đorđe; Bondžić, Bojan; Marković, Rade; Baranac-Stojanović, Marija

(Pergamon-Elsevier Science Ltd, Oxford, 2013)

TY  - BOOK
AU  - Džambaski, Zdravko
AU  - Toljić, Đorđe
AU  - Bondžić, Bojan
AU  - Marković, Rade
AU  - Baranac-Stojanović, Marija
PY  - 2013
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3558
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Tetrahedron
T1  - Supplementary data for article: Džambaski, Z.; Toljic, D.; Bondzic, B.; Marković, R.; Baranac-Stojanović, M. Unusual Mode of Reactivity of 2-Alkylidene-4-Oxothiazolidine S-Oxides under the Pummerer Reaction Conditions. Tetrahedron 2013, 69 (46), 9819–9825. https://doi.org/10.1016/j.tet.2013.09.004
ER  - 
@book{
author = "Džambaski, Zdravko and Toljić, Đorđe and Bondžić, Bojan and Marković, Rade and Baranac-Stojanović, Marija",
year = "2013",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/3558",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Tetrahedron",
title = "Supplementary data for article: Džambaski, Z.; Toljic, D.; Bondzic, B.; Marković, R.; Baranac-Stojanović, M. Unusual Mode of Reactivity of 2-Alkylidene-4-Oxothiazolidine S-Oxides under the Pummerer Reaction Conditions. Tetrahedron 2013, 69 (46), 9819–9825. https://doi.org/10.1016/j.tet.2013.09.004"
}
Džambaski, Z., Toljić, Đ., Bondžić, B., Marković, R.,& Baranac-Stojanović, M. (2013). Supplementary data for article: Džambaski, Z.; Toljic, D.; Bondzic, B.; Marković, R.; Baranac-Stojanović, M. Unusual Mode of Reactivity of 2-Alkylidene-4-Oxothiazolidine S-Oxides under the Pummerer Reaction Conditions. Tetrahedron 2013, 69 (46), 9819–9825. https://doi.org/10.1016/j.tet.2013.09.004.
Tetrahedron
Pergamon-Elsevier Science Ltd, Oxford..
Džambaski Z, Toljić Đ, Bondžić B, Marković R, Baranac-Stojanović M. Supplementary data for article: Džambaski, Z.; Toljic, D.; Bondzic, B.; Marković, R.; Baranac-Stojanović, M. Unusual Mode of Reactivity of 2-Alkylidene-4-Oxothiazolidine S-Oxides under the Pummerer Reaction Conditions. Tetrahedron 2013, 69 (46), 9819–9825. https://doi.org/10.1016/j.tet.2013.09.004. Tetrahedron. 2013;
Džambaski Zdravko, Toljić Đorđe, Bondžić Bojan, Marković Rade, Baranac-Stojanović Marija, "Supplementary data for article: Džambaski, Z.; Toljic, D.; Bondzic, B.; Marković, R.; Baranac-Stojanović, M. Unusual Mode of Reactivity of 2-Alkylidene-4-Oxothiazolidine S-Oxides under the Pummerer Reaction Conditions. Tetrahedron 2013, 69 (46), 9819–9825. https://doi.org/10.1016/j.tet.2013.09.004" Tetrahedron (2013)

Unusual mode of reactivity of 2-alkylidene-4-oxothiazolidine S-oxides under the Pummerer reaction conditions

Džambaski, Zdravko; Toljić, Đorđe; Bondžić, Bojan; Marković, Rade; Baranac-Stojanović, Marija

(Pergamon-Elsevier Science Ltd, Oxford, 2013)

TY  - JOUR
AU  - Džambaski, Zdravko
AU  - Toljić, Đorđe
AU  - Bondžić, Bojan
AU  - Marković, Rade
AU  - Baranac-Stojanović, Marija
PY  - 2013
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/1434
AB  - The reactivity of 2-alkylidene-4-oxothiazolidine S-oxides under the Pummerer reaction conditions, using Ac2O, TFAA, SOCl2 and SOBr2 as initiators, has been examined. Almost all reactions proceeded with absolute regioselectivity yielding alpha-substituted sulfides or vinyl-chloro derivatives. The mechanism for the formation of the latter products was postulated and proved experimentally.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Tetrahedron
T1  - Unusual mode of reactivity of 2-alkylidene-4-oxothiazolidine S-oxides under the Pummerer reaction conditions
VL  - 69
IS  - 46
SP  - 9819
EP  - 9825
DO  - 10.1016/j.tet.2013.09.004
ER  - 
@article{
author = "Džambaski, Zdravko and Toljić, Đorđe and Bondžić, Bojan and Marković, Rade and Baranac-Stojanović, Marija",
year = "2013",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/1434",
abstract = "The reactivity of 2-alkylidene-4-oxothiazolidine S-oxides under the Pummerer reaction conditions, using Ac2O, TFAA, SOCl2 and SOBr2 as initiators, has been examined. Almost all reactions proceeded with absolute regioselectivity yielding alpha-substituted sulfides or vinyl-chloro derivatives. The mechanism for the formation of the latter products was postulated and proved experimentally.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Tetrahedron",
title = "Unusual mode of reactivity of 2-alkylidene-4-oxothiazolidine S-oxides under the Pummerer reaction conditions",
volume = "69",
number = "46",
pages = "9819-9825",
doi = "10.1016/j.tet.2013.09.004"
}
Džambaski, Z., Toljić, Đ., Bondžić, B., Marković, R.,& Baranac-Stojanović, M. (2013). Unusual mode of reactivity of 2-alkylidene-4-oxothiazolidine S-oxides under the Pummerer reaction conditions.
Tetrahedron
Pergamon-Elsevier Science Ltd, Oxford., 69(46), 9819-9825.
https://doi.org/10.1016/j.tet.2013.09.004
Džambaski Z, Toljić Đ, Bondžić B, Marković R, Baranac-Stojanović M. Unusual mode of reactivity of 2-alkylidene-4-oxothiazolidine S-oxides under the Pummerer reaction conditions. Tetrahedron. 2013;69(46):9819-9825
Džambaski Zdravko, Toljić Đorđe, Bondžić Bojan, Marković Rade, Baranac-Stojanović Marija, "Unusual mode of reactivity of 2-alkylidene-4-oxothiazolidine S-oxides under the Pummerer reaction conditions" Tetrahedron, 69, no. 46 (2013):9819-9825,
https://doi.org/10.1016/j.tet.2013.09.004 .
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