The reactions of selected alpha,beta-unsaturated steroidal ketones with Lawesson's reagent (LR) in CH(2)Cl(2) and toluene under the standard reaction conditions and with a combination of phosphorus pentasulfide with hexamethyldisiloxane (P(4)S(10)/HMDO) in 1,2-dichlorobenzene (ODCB) under microwave irradiation were investigated and for this purpose several cholestane, androstane and pregnane carbonyl derivatives were chosen. Depending on the reagent and the solvent, 19 new sulfur containing compounds, including dithiones 4c and 4d, alpha,beta-unsaturated 3-thiones 3a-e, dimer-sulfides 2a-e, 1,2,4-trithiolanes 5a-e and phosphonotrithioates 6b-e were synthesized. All newly prepared compounds were characterized by IR, (1)H- and (13)C-NMR spectroscopy and elemental analysis.
TY - JOUR
AU - Krstić, Natalija
AU - Bjelaković, Mira
AU - Dabović, Milan
AU - Pavlović, Vladimir D.
PY - 2010
UR - https://cer.ihtm.bg.ac.rs/handle/123456789/629
AB - The reactions of selected alpha,beta-unsaturated steroidal ketones with Lawesson's reagent (LR) in CH(2)Cl(2) and toluene under the standard reaction conditions and with a combination of phosphorus pentasulfide with hexamethyldisiloxane (P(4)S(10)/HMDO) in 1,2-dichlorobenzene (ODCB) under microwave irradiation were investigated and for this purpose several cholestane, androstane and pregnane carbonyl derivatives were chosen. Depending on the reagent and the solvent, 19 new sulfur containing compounds, including dithiones 4c and 4d, alpha,beta-unsaturated 3-thiones 3a-e, dimer-sulfides 2a-e, 1,2,4-trithiolanes 5a-e and phosphonotrithioates 6b-e were synthesized. All newly prepared compounds were characterized by IR, (1)H- and (13)C-NMR spectroscopy and elemental analysis.
PB - MDPI
T2 - Molecules
T1 - Thionation of Some alpha,beta-Unsaturated Steroidal Ketones
VL - 15
IS - 5
SP - 3462
EP - 3477
DO - 10.3390/molecules15053462
ER -
@article{
author = "Krstić, Natalija and Bjelaković, Mira and Dabović, Milan and Pavlović, Vladimir D.",
year = "2010",
abstract = "The reactions of selected alpha,beta-unsaturated steroidal ketones with Lawesson's reagent (LR) in CH(2)Cl(2) and toluene under the standard reaction conditions and with a combination of phosphorus pentasulfide with hexamethyldisiloxane (P(4)S(10)/HMDO) in 1,2-dichlorobenzene (ODCB) under microwave irradiation were investigated and for this purpose several cholestane, androstane and pregnane carbonyl derivatives were chosen. Depending on the reagent and the solvent, 19 new sulfur containing compounds, including dithiones 4c and 4d, alpha,beta-unsaturated 3-thiones 3a-e, dimer-sulfides 2a-e, 1,2,4-trithiolanes 5a-e and phosphonotrithioates 6b-e were synthesized. All newly prepared compounds were characterized by IR, (1)H- and (13)C-NMR spectroscopy and elemental analysis.",
publisher = "MDPI",
journal = "Molecules",
title = "Thionation of Some alpha,beta-Unsaturated Steroidal Ketones",
volume = "15",
number = "5",
pages = "3462-3477",
doi = "10.3390/molecules15053462"
}
Krstić, N., Bjelaković, M., Dabović, M.,& Pavlović, V. D.. (2010). Thionation of Some alpha,beta-Unsaturated Steroidal Ketones. in Molecules
MDPI., 15(5), 3462-3477.
https://doi.org/10.3390/molecules15053462
Krstić N, Bjelaković M, Dabović M, Pavlović VD. Thionation of Some alpha,beta-Unsaturated Steroidal Ketones. in Molecules. 2010;15(5):3462-3477.
doi:10.3390/molecules15053462 .
Krstić, Natalija, Bjelaković, Mira, Dabović, Milan, Pavlović, Vladimir D., "Thionation of Some alpha,beta-Unsaturated Steroidal Ketones" in Molecules, 15, no. 5 (2010):3462-3477,
https://doi.org/10.3390/molecules15053462 . .
