Dzambaski, Zdravko

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  • Dzambaski, Zdravko (1)
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pi-Annulation reactions of 4-thiazolidinone enaminones in the synthesis of fused bi- and tri-cyclic compounds

Bondzic, Bojan P.; Dzambaski, Zdravko; Bondžić, Aleksandra M.; Markovic, Rade

(2012)

TY  - JOUR
AU  - Bondzic, Bojan P.
AU  - Dzambaski, Zdravko
AU  - Bondžić, Aleksandra M.
AU  - Markovic, Rade
PY  - 2012
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/5127
AB  - The a-C position in 4-oxo thiazolidinones functions as one of the three possible nucleophilic sites in these molecules. We used the inherent reactivity of alpha-C of the exocyclic double bond (a so called push pull system) to obtain bicyclic fused thiazolidinones via pi-annulation cyclization. Appropriate reaction conditions to selectively activate this position and secondary nitrogen towards N, pi-annulation were found. Furthermore, the intramolecular vinylogous iminium ion 6-exo-trig cyclization was used to access fused bicyclic precursors for the pi-annulation in order to obtain the novel tricyclic structures stereoselectively. (c) 2012 Elsevier Ltd. All rights reserved.
T2  - Tetrahedron
T1  - pi-Annulation reactions of 4-thiazolidinone enaminones in the synthesis of fused bi- and tri-cyclic compounds
VL  - 68
IS  - 47
SP  - 9556
EP  - 9565
DO  - 10.1016/j.tet.2012.09.080
ER  - 
@article{
author = "Bondzic, Bojan P. and Dzambaski, Zdravko and Bondžić, Aleksandra M. and Markovic, Rade",
year = "2012",
abstract = "The a-C position in 4-oxo thiazolidinones functions as one of the three possible nucleophilic sites in these molecules. We used the inherent reactivity of alpha-C of the exocyclic double bond (a so called push pull system) to obtain bicyclic fused thiazolidinones via pi-annulation cyclization. Appropriate reaction conditions to selectively activate this position and secondary nitrogen towards N, pi-annulation were found. Furthermore, the intramolecular vinylogous iminium ion 6-exo-trig cyclization was used to access fused bicyclic precursors for the pi-annulation in order to obtain the novel tricyclic structures stereoselectively. (c) 2012 Elsevier Ltd. All rights reserved.",
journal = "Tetrahedron",
title = "pi-Annulation reactions of 4-thiazolidinone enaminones in the synthesis of fused bi- and tri-cyclic compounds",
volume = "68",
number = "47",
pages = "9556-9565",
doi = "10.1016/j.tet.2012.09.080"
}
Bondzic, B. P., Dzambaski, Z., Bondžić, A. M.,& Markovic, R.. (2012). pi-Annulation reactions of 4-thiazolidinone enaminones in the synthesis of fused bi- and tri-cyclic compounds. in Tetrahedron, 68(47), 9556-9565.
https://doi.org/10.1016/j.tet.2012.09.080
Bondzic BP, Dzambaski Z, Bondžić AM, Markovic R. pi-Annulation reactions of 4-thiazolidinone enaminones in the synthesis of fused bi- and tri-cyclic compounds. in Tetrahedron. 2012;68(47):9556-9565.
doi:10.1016/j.tet.2012.09.080 .
Bondzic, Bojan P., Dzambaski, Zdravko, Bondžić, Aleksandra M., Markovic, Rade, "pi-Annulation reactions of 4-thiazolidinone enaminones in the synthesis of fused bi- and tri-cyclic compounds" in Tetrahedron, 68, no. 47 (2012):9556-9565,
https://doi.org/10.1016/j.tet.2012.09.080 . .
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