Tiazolidni i sintetički analozi: reaktivnost, primena i biološka aktivnost

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Tiazolidni i sintetički analozi: reaktivnost, primena i biološka aktivnost (en)
Тиазолидни и синтетички аналози: реактивност, примена и биолошка активност (sr)
Tiazolidni i sintetički analozi: reaktivnost, primena i biološka aktivnost (sr_RS)
Authors

Publications

Synthesis of thiazolidine-fused heterocycles via exo-mode cyclizations of vinylogous N-acyliminium ions

Stojanović, Milovan; Marković, Rade; Kleinpeter, Erich; Baranac-Stojanović, Marija

(Royal Soc Chemistry, Cambridge, 2012)

TY  - JOUR
AU  - Stojanović, Milovan
AU  - Marković, Rade
AU  - Kleinpeter, Erich
AU  - Baranac-Stojanović, Marija
PY  - 2012
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1237
AB  - Syntheses of thiazolidine-fused heterocycles via exo-mode cyclizations of vinylogous N-acyliminium ions incorporating heteroatom-based nucleophiles have been examined and discussed. The formation of (5,6)-membered systems was feasible with all nucleophiles tried (O, S and N), while the closing of the five-membered ring was restricted to O- and S-nucleophiles. The closure of a four-membered ring failed. Instead, the bicyclic (5,6)-membered acetal derivative and the tricyclic system with an eight-membered central ring were obtained from the substrates containing O and S nucleophilic moieties, respectively. The reaction outcome and stereochemistry are rationalized using quantum chemical calculations at B3LYP/6-31G(d) level. The exclusive cis-stereoselectivity in the formation of (5,6)- and (5,5)-membered systems results from thermodynamic control, whereas the formation of the eight-membered ring was kinetically controlled.
PB  - Royal Soc Chemistry, Cambridge
T2  - Organic and Biomolecular Chemistry
T1  - Synthesis of thiazolidine-fused heterocycles via exo-mode cyclizations of vinylogous N-acyliminium ions
VL  - 10
IS  - 3
SP  - 575
EP  - 589
DO  - 10.1039/c1ob06451g
ER  - 
@article{
author = "Stojanović, Milovan and Marković, Rade and Kleinpeter, Erich and Baranac-Stojanović, Marija",
year = "2012",
abstract = "Syntheses of thiazolidine-fused heterocycles via exo-mode cyclizations of vinylogous N-acyliminium ions incorporating heteroatom-based nucleophiles have been examined and discussed. The formation of (5,6)-membered systems was feasible with all nucleophiles tried (O, S and N), while the closing of the five-membered ring was restricted to O- and S-nucleophiles. The closure of a four-membered ring failed. Instead, the bicyclic (5,6)-membered acetal derivative and the tricyclic system with an eight-membered central ring were obtained from the substrates containing O and S nucleophilic moieties, respectively. The reaction outcome and stereochemistry are rationalized using quantum chemical calculations at B3LYP/6-31G(d) level. The exclusive cis-stereoselectivity in the formation of (5,6)- and (5,5)-membered systems results from thermodynamic control, whereas the formation of the eight-membered ring was kinetically controlled.",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "Organic and Biomolecular Chemistry",
title = "Synthesis of thiazolidine-fused heterocycles via exo-mode cyclizations of vinylogous N-acyliminium ions",
volume = "10",
number = "3",
pages = "575-589",
doi = "10.1039/c1ob06451g"
}
Stojanović, M., Marković, R., Kleinpeter, E.,& Baranac-Stojanović, M.. (2012). Synthesis of thiazolidine-fused heterocycles via exo-mode cyclizations of vinylogous N-acyliminium ions. in Organic and Biomolecular Chemistry
Royal Soc Chemistry, Cambridge., 10(3), 575-589.
https://doi.org/10.1039/c1ob06451g
Stojanović M, Marković R, Kleinpeter E, Baranac-Stojanović M. Synthesis of thiazolidine-fused heterocycles via exo-mode cyclizations of vinylogous N-acyliminium ions. in Organic and Biomolecular Chemistry. 2012;10(3):575-589.
doi:10.1039/c1ob06451g .
Stojanović, Milovan, Marković, Rade, Kleinpeter, Erich, Baranac-Stojanović, Marija, "Synthesis of thiazolidine-fused heterocycles via exo-mode cyclizations of vinylogous N-acyliminium ions" in Organic and Biomolecular Chemistry, 10, no. 3 (2012):575-589,
https://doi.org/10.1039/c1ob06451g . .
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Supplementary data for article: Stojanović, M.; Marković, R.; Kleinpeter, E.; Baranac-Stojanović, M. Endo-Mode Cyclizations of Vinylogous N-Acyliminium Ions as a Route to the Synthesis of Condensed Thiazolidines. Tetrahedron 2011, 67 (49), 9541–9554. https://doi.org/10.1016/j.tet.2011.10.011

Stojanović, Milovan; Marković, Rade; Kleinpeter, Erich; Baranac-Stojanović, Marija

(Pergamon-Elsevier Science Ltd, Oxford, 2011)

TY  - DATA
AU  - Stojanović, Milovan
AU  - Marković, Rade
AU  - Kleinpeter, Erich
AU  - Baranac-Stojanović, Marija
PY  - 2011
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3644
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Tetrahedron
T1  - Supplementary data for article: Stojanović, M.; Marković, R.; Kleinpeter, E.; Baranac-Stojanović, M. Endo-Mode Cyclizations of Vinylogous N-Acyliminium Ions as a Route to the Synthesis of Condensed Thiazolidines. Tetrahedron 2011, 67 (49), 9541–9554. https://doi.org/10.1016/j.tet.2011.10.011
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3644
ER  - 
@misc{
author = "Stojanović, Milovan and Marković, Rade and Kleinpeter, Erich and Baranac-Stojanović, Marija",
year = "2011",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Tetrahedron",
title = "Supplementary data for article: Stojanović, M.; Marković, R.; Kleinpeter, E.; Baranac-Stojanović, M. Endo-Mode Cyclizations of Vinylogous N-Acyliminium Ions as a Route to the Synthesis of Condensed Thiazolidines. Tetrahedron 2011, 67 (49), 9541–9554. https://doi.org/10.1016/j.tet.2011.10.011",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3644"
}
Stojanović, M., Marković, R., Kleinpeter, E.,& Baranac-Stojanović, M.. (2011). Supplementary data for article: Stojanović, M.; Marković, R.; Kleinpeter, E.; Baranac-Stojanović, M. Endo-Mode Cyclizations of Vinylogous N-Acyliminium Ions as a Route to the Synthesis of Condensed Thiazolidines. Tetrahedron 2011, 67 (49), 9541–9554. https://doi.org/10.1016/j.tet.2011.10.011. in Tetrahedron
Pergamon-Elsevier Science Ltd, Oxford..
https://hdl.handle.net/21.15107/rcub_cherry_3644
Stojanović M, Marković R, Kleinpeter E, Baranac-Stojanović M. Supplementary data for article: Stojanović, M.; Marković, R.; Kleinpeter, E.; Baranac-Stojanović, M. Endo-Mode Cyclizations of Vinylogous N-Acyliminium Ions as a Route to the Synthesis of Condensed Thiazolidines. Tetrahedron 2011, 67 (49), 9541–9554. https://doi.org/10.1016/j.tet.2011.10.011. in Tetrahedron. 2011;.
https://hdl.handle.net/21.15107/rcub_cherry_3644 .
Stojanović, Milovan, Marković, Rade, Kleinpeter, Erich, Baranac-Stojanović, Marija, "Supplementary data for article: Stojanović, M.; Marković, R.; Kleinpeter, E.; Baranac-Stojanović, M. Endo-Mode Cyclizations of Vinylogous N-Acyliminium Ions as a Route to the Synthesis of Condensed Thiazolidines. Tetrahedron 2011, 67 (49), 9541–9554. https://doi.org/10.1016/j.tet.2011.10.011" in Tetrahedron (2011),
https://hdl.handle.net/21.15107/rcub_cherry_3644 .

Catalytic oxidations of enolizable ketones using 2-alkylidene-4-oxothiazolidine vinyl bromide

Baranac-Stojanović, Marija; Marković, Rade; Stojanović, Milovan

(Pergamon-Elsevier Science Ltd, Oxford, 2011)

TY  - JOUR
AU  - Baranac-Stojanović, Marija
AU  - Marković, Rade
AU  - Stojanović, Milovan
PY  - 2011
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1204
AB  - Direct oxidation of enolizable ketones to alpha-hydroxy derivatives, vicinal dicarbonyls or tricarbonyl compounds has been achieved by a catalytic amount of 2-alkylidene-4-oxothiazolidine vinyl bromide in DMSO as a solvent. The yields range from moderate to good.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Tetrahedron
T1  - Catalytic oxidations of enolizable ketones using 2-alkylidene-4-oxothiazolidine vinyl bromide
VL  - 67
IS  - 41
SP  - 8000
EP  - 8008
DO  - 10.1016/j.tet.2011.08.022
ER  - 
@article{
author = "Baranac-Stojanović, Marija and Marković, Rade and Stojanović, Milovan",
year = "2011",
abstract = "Direct oxidation of enolizable ketones to alpha-hydroxy derivatives, vicinal dicarbonyls or tricarbonyl compounds has been achieved by a catalytic amount of 2-alkylidene-4-oxothiazolidine vinyl bromide in DMSO as a solvent. The yields range from moderate to good.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Tetrahedron",
title = "Catalytic oxidations of enolizable ketones using 2-alkylidene-4-oxothiazolidine vinyl bromide",
volume = "67",
number = "41",
pages = "8000-8008",
doi = "10.1016/j.tet.2011.08.022"
}
Baranac-Stojanović, M., Marković, R.,& Stojanović, M.. (2011). Catalytic oxidations of enolizable ketones using 2-alkylidene-4-oxothiazolidine vinyl bromide. in Tetrahedron
Pergamon-Elsevier Science Ltd, Oxford., 67(41), 8000-8008.
https://doi.org/10.1016/j.tet.2011.08.022
Baranac-Stojanović M, Marković R, Stojanović M. Catalytic oxidations of enolizable ketones using 2-alkylidene-4-oxothiazolidine vinyl bromide. in Tetrahedron. 2011;67(41):8000-8008.
doi:10.1016/j.tet.2011.08.022 .
Baranac-Stojanović, Marija, Marković, Rade, Stojanović, Milovan, "Catalytic oxidations of enolizable ketones using 2-alkylidene-4-oxothiazolidine vinyl bromide" in Tetrahedron, 67, no. 41 (2011):8000-8008,
https://doi.org/10.1016/j.tet.2011.08.022 . .
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endo-Mode cyclizations of vinylogous N-acyliminium ions as a route to the synthesis of condensed thiazolidines

Stojanović, Milovan; Marković, Rade; Kleinpeter, Erich; Baranac-Stojanović, Marija

(Pergamon-Elsevier Science Ltd, Oxford, 2011)

TY  - JOUR
AU  - Stojanović, Milovan
AU  - Marković, Rade
AU  - Kleinpeter, Erich
AU  - Baranac-Stojanović, Marija
PY  - 2011
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1226
AB  - endo-Mode cyclizations of vinylogous N-acyliminium ions incorporating heteroatom-based nucleophiles have been examined as a route to the synthesis of condensed thiazolidines. The scope of these reactions and stereochemical outcome are discussed and explained using quantum chemical calculations.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Tetrahedron
T1  - endo-Mode cyclizations of vinylogous N-acyliminium ions as a route to the synthesis of condensed thiazolidines
VL  - 67
IS  - 49
SP  - 9541
EP  - 9554
DO  - 10.1016/j.tet.2011.10.011
ER  - 
@article{
author = "Stojanović, Milovan and Marković, Rade and Kleinpeter, Erich and Baranac-Stojanović, Marija",
year = "2011",
abstract = "endo-Mode cyclizations of vinylogous N-acyliminium ions incorporating heteroatom-based nucleophiles have been examined as a route to the synthesis of condensed thiazolidines. The scope of these reactions and stereochemical outcome are discussed and explained using quantum chemical calculations.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Tetrahedron",
title = "endo-Mode cyclizations of vinylogous N-acyliminium ions as a route to the synthesis of condensed thiazolidines",
volume = "67",
number = "49",
pages = "9541-9554",
doi = "10.1016/j.tet.2011.10.011"
}
Stojanović, M., Marković, R., Kleinpeter, E.,& Baranac-Stojanović, M.. (2011). endo-Mode cyclizations of vinylogous N-acyliminium ions as a route to the synthesis of condensed thiazolidines. in Tetrahedron
Pergamon-Elsevier Science Ltd, Oxford., 67(49), 9541-9554.
https://doi.org/10.1016/j.tet.2011.10.011
Stojanović M, Marković R, Kleinpeter E, Baranac-Stojanović M. endo-Mode cyclizations of vinylogous N-acyliminium ions as a route to the synthesis of condensed thiazolidines. in Tetrahedron. 2011;67(49):9541-9554.
doi:10.1016/j.tet.2011.10.011 .
Stojanović, Milovan, Marković, Rade, Kleinpeter, Erich, Baranac-Stojanović, Marija, "endo-Mode cyclizations of vinylogous N-acyliminium ions as a route to the synthesis of condensed thiazolidines" in Tetrahedron, 67, no. 49 (2011):9541-9554,
https://doi.org/10.1016/j.tet.2011.10.011 . .
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Thermal solid-state Z/E isomerization of 2-alkylidene-4-oxothiazolidines: effects of non-covalent interactions

Džambaski, Zdravko; Stojanović, Milovan; Baranac-Stojanović, Marija; Minić, Dragica M.; Marković, Rade

(Serbian Chemical Soc, Belgrade, 2011)

TY  - JOUR
AU  - Džambaski, Zdravko
AU  - Stojanović, Milovan
AU  - Baranac-Stojanović, Marija
AU  - Minić, Dragica M.
AU  - Marković, Rade
PY  - 2011
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1331
AB  - Configurational isomerization of stereo-defined 5-substituted and un-substituted 2-alkylidene-4-oxothiazolidines (1) in the solid state, giving the Z/E mixtures in various ratios, was investigated by H-1-NMR spectroscopy, X-ray powder crystallography and differential scanning calorimetry (DSC). The Z/E composition can be rationalized in terms of non-covalent interactions, involving intermolecular and intramolccular hydrogen bonding and directional non-bonded 1,5-type S center dot center dot center dot O interactions. X-Ray powder crystallography, using selected crystalline (Z)-4-oxothiazolidine substrate, revealed transformation to the amorphous state during the irreversible Z - gt  E process. A correlation between previous results on the Z/E isomerization in solution and now in the solid state was established.
PB  - Serbian Chemical Soc, Belgrade
T2  - Journal of the Serbian Chemical Society
T1  - Thermal solid-state Z/E isomerization of 2-alkylidene-4-oxothiazolidines: effects of non-covalent interactions
VL  - 76
IS  - 3
SP  - 317
EP  - 328
DO  - 10.2298/JSC100607038D
ER  - 
@article{
author = "Džambaski, Zdravko and Stojanović, Milovan and Baranac-Stojanović, Marija and Minić, Dragica M. and Marković, Rade",
year = "2011",
abstract = "Configurational isomerization of stereo-defined 5-substituted and un-substituted 2-alkylidene-4-oxothiazolidines (1) in the solid state, giving the Z/E mixtures in various ratios, was investigated by H-1-NMR spectroscopy, X-ray powder crystallography and differential scanning calorimetry (DSC). The Z/E composition can be rationalized in terms of non-covalent interactions, involving intermolecular and intramolccular hydrogen bonding and directional non-bonded 1,5-type S center dot center dot center dot O interactions. X-Ray powder crystallography, using selected crystalline (Z)-4-oxothiazolidine substrate, revealed transformation to the amorphous state during the irreversible Z - gt  E process. A correlation between previous results on the Z/E isomerization in solution and now in the solid state was established.",
publisher = "Serbian Chemical Soc, Belgrade",
journal = "Journal of the Serbian Chemical Society",
title = "Thermal solid-state Z/E isomerization of 2-alkylidene-4-oxothiazolidines: effects of non-covalent interactions",
volume = "76",
number = "3",
pages = "317-328",
doi = "10.2298/JSC100607038D"
}
Džambaski, Z., Stojanović, M., Baranac-Stojanović, M., Minić, D. M.,& Marković, R.. (2011). Thermal solid-state Z/E isomerization of 2-alkylidene-4-oxothiazolidines: effects of non-covalent interactions. in Journal of the Serbian Chemical Society
Serbian Chemical Soc, Belgrade., 76(3), 317-328.
https://doi.org/10.2298/JSC100607038D
Džambaski Z, Stojanović M, Baranac-Stojanović M, Minić DM, Marković R. Thermal solid-state Z/E isomerization of 2-alkylidene-4-oxothiazolidines: effects of non-covalent interactions. in Journal of the Serbian Chemical Society. 2011;76(3):317-328.
doi:10.2298/JSC100607038D .
Džambaski, Zdravko, Stojanović, Milovan, Baranac-Stojanović, Marija, Minić, Dragica M., Marković, Rade, "Thermal solid-state Z/E isomerization of 2-alkylidene-4-oxothiazolidines: effects of non-covalent interactions" in Journal of the Serbian Chemical Society, 76, no. 3 (2011):317-328,
https://doi.org/10.2298/JSC100607038D . .
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Transformations of 2-alkylidene-4-oxothiazolidine vinyl bromides initiated by bromophilic attack of neutral and anionic nucleophiles

Baranac-Stojanović, Marija; Tatar, Jovana; Stojanović, Milovan; Marković, Rade

(Pergamon-Elsevier Science Ltd, Oxford, 2010)

TY  - JOUR
AU  - Baranac-Stojanović, Marija
AU  - Tatar, Jovana
AU  - Stojanović, Milovan
AU  - Marković, Rade
PY  - 2010
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1102
AB  - Vinyl bromides derived from 2-alkylidene-4-oxothiazolidines represent a class of vinyl halides, which readily undergo a bromophilic attack by a range of nucleophiles. With Ph(3)P, AcS(-), CN(-), I(-), F(-), Ac(2)CH(-) and N(3)(-) the attack ends up with reductive debromination, whereas the bromine substitution takes place with KSCN. When acetate anion and organic bases, such as pyridine, Et(3)N or morpholine, are employed as nucleophiles the initial bromophilic attack is followed by bromine migration to the C(5) position of the ring, allowing the C(5) functionalization of this heterocyclic system. (C) 2010 Elsevier Ltd. All rights reserved.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Tetrahedron
T1  - Transformations of 2-alkylidene-4-oxothiazolidine vinyl bromides initiated by bromophilic attack of neutral and anionic nucleophiles
VL  - 66
IS  - 34
SP  - 6873
EP  - 6884
DO  - 10.1016/j.tet.2010.06.057
ER  - 
@article{
author = "Baranac-Stojanović, Marija and Tatar, Jovana and Stojanović, Milovan and Marković, Rade",
year = "2010",
abstract = "Vinyl bromides derived from 2-alkylidene-4-oxothiazolidines represent a class of vinyl halides, which readily undergo a bromophilic attack by a range of nucleophiles. With Ph(3)P, AcS(-), CN(-), I(-), F(-), Ac(2)CH(-) and N(3)(-) the attack ends up with reductive debromination, whereas the bromine substitution takes place with KSCN. When acetate anion and organic bases, such as pyridine, Et(3)N or morpholine, are employed as nucleophiles the initial bromophilic attack is followed by bromine migration to the C(5) position of the ring, allowing the C(5) functionalization of this heterocyclic system. (C) 2010 Elsevier Ltd. All rights reserved.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Tetrahedron",
title = "Transformations of 2-alkylidene-4-oxothiazolidine vinyl bromides initiated by bromophilic attack of neutral and anionic nucleophiles",
volume = "66",
number = "34",
pages = "6873-6884",
doi = "10.1016/j.tet.2010.06.057"
}
Baranac-Stojanović, M., Tatar, J., Stojanović, M.,& Marković, R.. (2010). Transformations of 2-alkylidene-4-oxothiazolidine vinyl bromides initiated by bromophilic attack of neutral and anionic nucleophiles. in Tetrahedron
Pergamon-Elsevier Science Ltd, Oxford., 66(34), 6873-6884.
https://doi.org/10.1016/j.tet.2010.06.057
Baranac-Stojanović M, Tatar J, Stojanović M, Marković R. Transformations of 2-alkylidene-4-oxothiazolidine vinyl bromides initiated by bromophilic attack of neutral and anionic nucleophiles. in Tetrahedron. 2010;66(34):6873-6884.
doi:10.1016/j.tet.2010.06.057 .
Baranac-Stojanović, Marija, Tatar, Jovana, Stojanović, Milovan, Marković, Rade, "Transformations of 2-alkylidene-4-oxothiazolidine vinyl bromides initiated by bromophilic attack of neutral and anionic nucleophiles" in Tetrahedron, 66, no. 34 (2010):6873-6884,
https://doi.org/10.1016/j.tet.2010.06.057 . .
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Bromophilic substitution/carbophilic substitution cascade reactions of alpha,alpha-dibromo-2-methoxyacetophenone with C-, N- and O-nucleophiles

Tatar, Jovana; Marković, Rade; Stojanović, Milovan; Baranac-Stojanović, Marija

(Pergamon-Elsevier Science Ltd, Oxford, 2010)

TY  - JOUR
AU  - Tatar, Jovana
AU  - Marković, Rade
AU  - Stojanović, Milovan
AU  - Baranac-Stojanović, Marija
PY  - 2010
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1104
AB  - alpha,alpha-Dibromo-2-methoxyacetophenone reacts, under mild reaction conditions, with C-, N- and O-nucleophiles via a bromophilic substitution/protonation/carbophilic substitution cascade process to afford alpha-monosubstituted-2-methoxyacetophenones in moderate to good yield. The only exception from this reaction pathway is the reaction with the anion derived from malononitrile in which 2-aroyl-1,1,3,3-tetracyanopropene is obtained. (C) 2010 Elsevier Ltd. All rights reserved.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Tetrahedron Letters
T1  - Bromophilic substitution/carbophilic substitution cascade reactions of alpha,alpha-dibromo-2-methoxyacetophenone with C-, N- and O-nucleophiles
VL  - 51
IS  - 37
SP  - 4851
EP  - 4855
DO  - 10.1016/j.tetlet.2010.07.057
ER  - 
@article{
author = "Tatar, Jovana and Marković, Rade and Stojanović, Milovan and Baranac-Stojanović, Marija",
year = "2010",
abstract = "alpha,alpha-Dibromo-2-methoxyacetophenone reacts, under mild reaction conditions, with C-, N- and O-nucleophiles via a bromophilic substitution/protonation/carbophilic substitution cascade process to afford alpha-monosubstituted-2-methoxyacetophenones in moderate to good yield. The only exception from this reaction pathway is the reaction with the anion derived from malononitrile in which 2-aroyl-1,1,3,3-tetracyanopropene is obtained. (C) 2010 Elsevier Ltd. All rights reserved.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Tetrahedron Letters",
title = "Bromophilic substitution/carbophilic substitution cascade reactions of alpha,alpha-dibromo-2-methoxyacetophenone with C-, N- and O-nucleophiles",
volume = "51",
number = "37",
pages = "4851-4855",
doi = "10.1016/j.tetlet.2010.07.057"
}
Tatar, J., Marković, R., Stojanović, M.,& Baranac-Stojanović, M.. (2010). Bromophilic substitution/carbophilic substitution cascade reactions of alpha,alpha-dibromo-2-methoxyacetophenone with C-, N- and O-nucleophiles. in Tetrahedron Letters
Pergamon-Elsevier Science Ltd, Oxford., 51(37), 4851-4855.
https://doi.org/10.1016/j.tetlet.2010.07.057
Tatar J, Marković R, Stojanović M, Baranac-Stojanović M. Bromophilic substitution/carbophilic substitution cascade reactions of alpha,alpha-dibromo-2-methoxyacetophenone with C-, N- and O-nucleophiles. in Tetrahedron Letters. 2010;51(37):4851-4855.
doi:10.1016/j.tetlet.2010.07.057 .
Tatar, Jovana, Marković, Rade, Stojanović, Milovan, Baranac-Stojanović, Marija, "Bromophilic substitution/carbophilic substitution cascade reactions of alpha,alpha-dibromo-2-methoxyacetophenone with C-, N- and O-nucleophiles" in Tetrahedron Letters, 51, no. 37 (2010):4851-4855,
https://doi.org/10.1016/j.tetlet.2010.07.057 . .
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Cyclic voltammetry study of (5-ethoxycarbonylmethylidene-4-oxothiazolidin-2-ylidene)-N-phenylethanamide

Cekic-Laskovic, I.; Minić, Dragica M.; Baranac-Stojanović, Marija; Marković, R.; Volanschi, E.

(Maik Nauka/Interperiodica/Springer, New York, 2009)

TY  - JOUR
AU  - Cekic-Laskovic, I.
AU  - Minić, Dragica M.
AU  - Baranac-Stojanović, Marija
AU  - Marković, R.
AU  - Volanschi, E.
PY  - 2009
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1009
AB  - As a continuation of our ongoing project on electrochemical properties of push-pull 5-substituted 2-alkylidene-4-oxothiazolidines (1a) differing in substituent R at C5-position and electron withdrawing group (EWG), we nave investigated the electrochemical behaviour of (5-etoxycarbonylmethylidene-4-oxothiazolidin-2-ylidene)-N-phenylethanamide 1a (R: =CHCO2Et; EWG: CONHPh), consisting as a (2E,5Z)/(2Z,5Z) mixture, by cyclic voltammetry in polar as well as non-polar solvent (0.1 M TBAHFP in DMSO and CHCl3, respectively). Cyclic voltammetry at stationary electrode was employed to characterize the electron transfer steps. Based on electrochemical criteria and correlation with the DigiSim simulations, an ECE mechanism, involving two electrochemical steps and one isomerisation step, was suggested.
PB  - Maik Nauka/Interperiodica/Springer, New York
T2  - Russian Journal of Physical Chemistry A
T1  - Cyclic voltammetry study of (5-ethoxycarbonylmethylidene-4-oxothiazolidin-2-ylidene)-N-phenylethanamide
VL  - 83
IS  - 9
SP  - 1571
EP  - 1576
DO  - 10.1134/S0036024409090283
ER  - 
@article{
author = "Cekic-Laskovic, I. and Minić, Dragica M. and Baranac-Stojanović, Marija and Marković, R. and Volanschi, E.",
year = "2009",
abstract = "As a continuation of our ongoing project on electrochemical properties of push-pull 5-substituted 2-alkylidene-4-oxothiazolidines (1a) differing in substituent R at C5-position and electron withdrawing group (EWG), we nave investigated the electrochemical behaviour of (5-etoxycarbonylmethylidene-4-oxothiazolidin-2-ylidene)-N-phenylethanamide 1a (R: =CHCO2Et; EWG: CONHPh), consisting as a (2E,5Z)/(2Z,5Z) mixture, by cyclic voltammetry in polar as well as non-polar solvent (0.1 M TBAHFP in DMSO and CHCl3, respectively). Cyclic voltammetry at stationary electrode was employed to characterize the electron transfer steps. Based on electrochemical criteria and correlation with the DigiSim simulations, an ECE mechanism, involving two electrochemical steps and one isomerisation step, was suggested.",
publisher = "Maik Nauka/Interperiodica/Springer, New York",
journal = "Russian Journal of Physical Chemistry A",
title = "Cyclic voltammetry study of (5-ethoxycarbonylmethylidene-4-oxothiazolidin-2-ylidene)-N-phenylethanamide",
volume = "83",
number = "9",
pages = "1571-1576",
doi = "10.1134/S0036024409090283"
}
Cekic-Laskovic, I., Minić, D. M., Baranac-Stojanović, M., Marković, R.,& Volanschi, E.. (2009). Cyclic voltammetry study of (5-ethoxycarbonylmethylidene-4-oxothiazolidin-2-ylidene)-N-phenylethanamide. in Russian Journal of Physical Chemistry A
Maik Nauka/Interperiodica/Springer, New York., 83(9), 1571-1576.
https://doi.org/10.1134/S0036024409090283
Cekic-Laskovic I, Minić DM, Baranac-Stojanović M, Marković R, Volanschi E. Cyclic voltammetry study of (5-ethoxycarbonylmethylidene-4-oxothiazolidin-2-ylidene)-N-phenylethanamide. in Russian Journal of Physical Chemistry A. 2009;83(9):1571-1576.
doi:10.1134/S0036024409090283 .
Cekic-Laskovic, I., Minić, Dragica M., Baranac-Stojanović, Marija, Marković, R., Volanschi, E., "Cyclic voltammetry study of (5-ethoxycarbonylmethylidene-4-oxothiazolidin-2-ylidene)-N-phenylethanamide" in Russian Journal of Physical Chemistry A, 83, no. 9 (2009):1571-1576,
https://doi.org/10.1134/S0036024409090283 . .
4
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5
3

Reactions of ortho-substituted alpha,alpha-dibromoacetophenones with nucleophiles: first examples of combined carbophilic and bromophilic attack on C-Br bonds

Tatar, Jovana; Baranac-Stojanović, Marija; Stojanović, Milovan; Marković, Rade

(Pergamon-Elsevier Science Ltd, Oxford, 2009)

TY  - JOUR
AU  - Tatar, Jovana
AU  - Baranac-Stojanović, Marija
AU  - Stojanović, Milovan
AU  - Marković, Rade
PY  - 2009
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/606
AB  - An efficient method for the formation of alpha-carbonyl-monosubstituted acetophenones from ortho-methoxy-and ortho-hydroxy-alpha,alpha-dibromoacetopheiiones and a range of selected nucleophiles, occurring via a carbophilic substitution/bromophilic substitution/protonation cascade process, is described. In turn, the preparation of alpha,alpha-dibromoacetophenones, isolated in high yields, relies on the neighboring group participation of the ortho-substituents in the starting ortho-substituted acetophenones. (C) 2008 Elsevier Ltd. All rights reserved
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Tetrahedron Letters
T1  - Reactions of ortho-substituted alpha,alpha-dibromoacetophenones with nucleophiles: first examples of combined carbophilic and bromophilic attack on C-Br bonds
VL  - 50
IS  - 6
SP  - 700
EP  - 703
DO  - 10.1016/j.tetlet.2008.11.104
ER  - 
@article{
author = "Tatar, Jovana and Baranac-Stojanović, Marija and Stojanović, Milovan and Marković, Rade",
year = "2009",
abstract = "An efficient method for the formation of alpha-carbonyl-monosubstituted acetophenones from ortho-methoxy-and ortho-hydroxy-alpha,alpha-dibromoacetopheiiones and a range of selected nucleophiles, occurring via a carbophilic substitution/bromophilic substitution/protonation cascade process, is described. In turn, the preparation of alpha,alpha-dibromoacetophenones, isolated in high yields, relies on the neighboring group participation of the ortho-substituents in the starting ortho-substituted acetophenones. (C) 2008 Elsevier Ltd. All rights reserved",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Tetrahedron Letters",
title = "Reactions of ortho-substituted alpha,alpha-dibromoacetophenones with nucleophiles: first examples of combined carbophilic and bromophilic attack on C-Br bonds",
volume = "50",
number = "6",
pages = "700-703",
doi = "10.1016/j.tetlet.2008.11.104"
}
Tatar, J., Baranac-Stojanović, M., Stojanović, M.,& Marković, R.. (2009). Reactions of ortho-substituted alpha,alpha-dibromoacetophenones with nucleophiles: first examples of combined carbophilic and bromophilic attack on C-Br bonds. in Tetrahedron Letters
Pergamon-Elsevier Science Ltd, Oxford., 50(6), 700-703.
https://doi.org/10.1016/j.tetlet.2008.11.104
Tatar J, Baranac-Stojanović M, Stojanović M, Marković R. Reactions of ortho-substituted alpha,alpha-dibromoacetophenones with nucleophiles: first examples of combined carbophilic and bromophilic attack on C-Br bonds. in Tetrahedron Letters. 2009;50(6):700-703.
doi:10.1016/j.tetlet.2008.11.104 .
Tatar, Jovana, Baranac-Stojanović, Marija, Stojanović, Milovan, Marković, Rade, "Reactions of ortho-substituted alpha,alpha-dibromoacetophenones with nucleophiles: first examples of combined carbophilic and bromophilic attack on C-Br bonds" in Tetrahedron Letters, 50, no. 6 (2009):700-703,
https://doi.org/10.1016/j.tetlet.2008.11.104 . .
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16

High-yield synthesis of substituted and unsubstituted pyridinium salts containing a 4-oxothiazolidine moiety

Baranac-Stojanović, Marija; Tatar, Jovana; Kleinpeter, Erich; Marković, Rade

(Georg Thieme Verlag Kg, Stuttgart, 2008)

TY  - JOUR
AU  - Baranac-Stojanović, Marija
AU  - Tatar, Jovana
AU  - Kleinpeter, Erich
AU  - Marković, Rade
PY  - 2008
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/955
AB  - A new series of unsubstituted and substituted pyridinium salts bearing a 4-oxothiazolidinyl moiety has been prepared by an efficient rearrangement of 2-(I-bromoalkylidene)thiazolidin-4ones. The process is based on three steps, namely carbon-bromine cleavage, bromine transfer, and substitution, each induced by pyridine or its derivatives, acting as base and reactant.
PB  - Georg Thieme Verlag Kg, Stuttgart
T2  - Synthesis, Stuttgart
T1  - High-yield synthesis of substituted and unsubstituted pyridinium salts containing a 4-oxothiazolidine moiety
IS  - 13
SP  - 2117
EP  - 2121
DO  - 10.1055/s-2008-1067113
ER  - 
@article{
author = "Baranac-Stojanović, Marija and Tatar, Jovana and Kleinpeter, Erich and Marković, Rade",
year = "2008",
abstract = "A new series of unsubstituted and substituted pyridinium salts bearing a 4-oxothiazolidinyl moiety has been prepared by an efficient rearrangement of 2-(I-bromoalkylidene)thiazolidin-4ones. The process is based on three steps, namely carbon-bromine cleavage, bromine transfer, and substitution, each induced by pyridine or its derivatives, acting as base and reactant.",
publisher = "Georg Thieme Verlag Kg, Stuttgart",
journal = "Synthesis, Stuttgart",
title = "High-yield synthesis of substituted and unsubstituted pyridinium salts containing a 4-oxothiazolidine moiety",
number = "13",
pages = "2117-2121",
doi = "10.1055/s-2008-1067113"
}
Baranac-Stojanović, M., Tatar, J., Kleinpeter, E.,& Marković, R.. (2008). High-yield synthesis of substituted and unsubstituted pyridinium salts containing a 4-oxothiazolidine moiety. in Synthesis, Stuttgart
Georg Thieme Verlag Kg, Stuttgart.(13), 2117-2121.
https://doi.org/10.1055/s-2008-1067113
Baranac-Stojanović M, Tatar J, Kleinpeter E, Marković R. High-yield synthesis of substituted and unsubstituted pyridinium salts containing a 4-oxothiazolidine moiety. in Synthesis, Stuttgart. 2008;(13):2117-2121.
doi:10.1055/s-2008-1067113 .
Baranac-Stojanović, Marija, Tatar, Jovana, Kleinpeter, Erich, Marković, Rade, "High-yield synthesis of substituted and unsubstituted pyridinium salts containing a 4-oxothiazolidine moiety" in Synthesis, Stuttgart, no. 13 (2008):2117-2121,
https://doi.org/10.1055/s-2008-1067113 . .
5
9
13
3

Electrochemical behavior of 5-substituted 2-alkylidene-4-oxothiazolidine derivatives studied by cyclic voltammetry

Minić, Dragica M.; Cekic, I.; Pastor, Ferenc; Jovanovic, V.; Marković, R.

(Maik Nauka/Interperiodica/Springer, New York, 2007)

TY  - JOUR
AU  - Minić, Dragica M.
AU  - Cekic, I.
AU  - Pastor, Ferenc
AU  - Jovanovic, V.
AU  - Marković, R.
PY  - 2007
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/922
AB  - This study demonstrates the electrochemical activity of selected 2-alkylidene-4-oxothiazolidine compounds containing different substituents at the C5-position on the Pt-electrode in 0.1 M TBAHFP + MeCN in the potential range from -2 V to 2 V. The mechanism of electrode processes is discussed. It is shown that a chemical step is involved in irreversible electrochemical processes. The effect of the substituent at the C5-position on reduction and oxidation potentials is also noted. The regions of a linear dependence of the current peak on the concentration of the compounds examined are determined.
PB  - Maik Nauka/Interperiodica/Springer, New York
T2  - Russian Journal of Physical Chemistry A
T1  - Electrochemical behavior of 5-substituted 2-alkylidene-4-oxothiazolidine derivatives studied by cyclic voltammetry
VL  - 81
IS  - 9
SP  - 1458
EP  - 1462
DO  - 10.1134/S003602440709021X
ER  - 
@article{
author = "Minić, Dragica M. and Cekic, I. and Pastor, Ferenc and Jovanovic, V. and Marković, R.",
year = "2007",
abstract = "This study demonstrates the electrochemical activity of selected 2-alkylidene-4-oxothiazolidine compounds containing different substituents at the C5-position on the Pt-electrode in 0.1 M TBAHFP + MeCN in the potential range from -2 V to 2 V. The mechanism of electrode processes is discussed. It is shown that a chemical step is involved in irreversible electrochemical processes. The effect of the substituent at the C5-position on reduction and oxidation potentials is also noted. The regions of a linear dependence of the current peak on the concentration of the compounds examined are determined.",
publisher = "Maik Nauka/Interperiodica/Springer, New York",
journal = "Russian Journal of Physical Chemistry A",
title = "Electrochemical behavior of 5-substituted 2-alkylidene-4-oxothiazolidine derivatives studied by cyclic voltammetry",
volume = "81",
number = "9",
pages = "1458-1462",
doi = "10.1134/S003602440709021X"
}
Minić, D. M., Cekic, I., Pastor, F., Jovanovic, V.,& Marković, R.. (2007). Electrochemical behavior of 5-substituted 2-alkylidene-4-oxothiazolidine derivatives studied by cyclic voltammetry. in Russian Journal of Physical Chemistry A
Maik Nauka/Interperiodica/Springer, New York., 81(9), 1458-1462.
https://doi.org/10.1134/S003602440709021X
Minić DM, Cekic I, Pastor F, Jovanovic V, Marković R. Electrochemical behavior of 5-substituted 2-alkylidene-4-oxothiazolidine derivatives studied by cyclic voltammetry. in Russian Journal of Physical Chemistry A. 2007;81(9):1458-1462.
doi:10.1134/S003602440709021X .
Minić, Dragica M., Cekic, I., Pastor, Ferenc, Jovanovic, V., Marković, R., "Electrochemical behavior of 5-substituted 2-alkylidene-4-oxothiazolidine derivatives studied by cyclic voltammetry" in Russian Journal of Physical Chemistry A, 81, no. 9 (2007):1458-1462,
https://doi.org/10.1134/S003602440709021X . .
2
2
2
2