Annulation processes of isoquinoline and p-carboline compounds have been investigated leading to synthetic routes for the preparation of 8-oxoprotoberberine derivatives. The key steps combined a diene formation/Diels-Alder cycloaddition reaction to afford the targeted polycyclic skeletons. Further oxidative transformations of the cycloadducts produced the 8-oxoprotoberberine type products. The alkaloids of this class are important natural products with a wide range of biological activity and the synthethic methodology described in this paper could prove to be useful for the preparation of the D-ring functionalised derivatives.
TY - JOUR
AU - Husinec, Suren
AU - Savić, Vladimir
AU - Simić, Milena R.
AU - Tešević, Vele
AU - Vidović, Dragoslav
PY - 2011
UR - http://cherry.chem.bg.ac.rs/handle/123456789/1342
UR - http://cer.ihtm.bg.ac.rs/handle/123456789/3505
UR - http://farfar.pharmacy.bg.ac.rs/handle/123456789/1567
AB - Annulation processes of isoquinoline and p-carboline compounds have been investigated leading to synthetic routes for the preparation of 8-oxoprotoberberine derivatives. The key steps combined a diene formation/Diels-Alder cycloaddition reaction to afford the targeted polycyclic skeletons. Further oxidative transformations of the cycloadducts produced the 8-oxoprotoberberine type products. The alkaloids of this class are important natural products with a wide range of biological activity and the synthethic methodology described in this paper could prove to be useful for the preparation of the D-ring functionalised derivatives.
PB - Pergamon-Elsevier Science Ltd, Oxford
T2 - Tetrahedron Letters
T1 - Annulations of isoquinoline and beta-carboline ring systems: synthesis of 8-oxoprotoberberine derivatives
VL - 52
IS - 21
SP - 2733
EP - 2736
DO - 10.1016/j.tetlet.2011.03.085
ER -
@article{
author = "Husinec, Suren and Savić, Vladimir and Simić, Milena R. and Tešević, Vele and Vidović, Dragoslav",
year = "2011",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/1342, http://cer.ihtm.bg.ac.rs/handle/123456789/3505, http://farfar.pharmacy.bg.ac.rs/handle/123456789/1567",
abstract = "Annulation processes of isoquinoline and p-carboline compounds have been investigated leading to synthetic routes for the preparation of 8-oxoprotoberberine derivatives. The key steps combined a diene formation/Diels-Alder cycloaddition reaction to afford the targeted polycyclic skeletons. Further oxidative transformations of the cycloadducts produced the 8-oxoprotoberberine type products. The alkaloids of this class are important natural products with a wide range of biological activity and the synthethic methodology described in this paper could prove to be useful for the preparation of the D-ring functionalised derivatives.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Tetrahedron Letters",
title = "Annulations of isoquinoline and beta-carboline ring systems: synthesis of 8-oxoprotoberberine derivatives",
volume = "52",
number = "21",
pages = "2733-2736",
doi = "10.1016/j.tetlet.2011.03.085"
}
Husinec, S., Savić, V., Simić, M. R., Tešević, V.,& Vidović, D. (2011). Annulations of isoquinoline and beta-carboline ring systems: synthesis of 8-oxoprotoberberine derivatives.
Tetrahedron Letters
Pergamon-Elsevier Science Ltd, Oxford., 52(21), 2733-2736.
https://doi.org/10.1016/j.tetlet.2011.03.085
Husinec S, Savić V, Simić MR, Tešević V, Vidović D. Annulations of isoquinoline and beta-carboline ring systems: synthesis of 8-oxoprotoberberine derivatives. Tetrahedron Letters. 2011;52(21):2733-2736
Husinec Suren, Savić Vladimir, Simić Milena R., Tešević Vele, Vidović Dragoslav, "Annulations of isoquinoline and beta-carboline ring systems: synthesis of 8-oxoprotoberberine derivatives" Tetrahedron Letters, 52, no. 21 (2011):2733-2736,
https://doi.org/10.1016/j.tetlet.2011.03.085 .
