The decarbonylative dibromination of 2-thiophenecarboxaldehyde derivatives with bromine under mild conditions is developed. The mechanism for the decarbonylation is investigated by experimental and instrumental techniques and is extended by a computational study. Alongside removal of the formyl group, this method enables functionalization of the starting compounds in a single reaction step, which can be further exploited for the synthesis of 2,5-diaryl-3-bromothiophenes and 2,3,5-triarylthiophenes.
TY - JOUR
AU - Ajdačić, Vladimir
AU - Stepanović, Stepan
AU - Zlatović, Mario
AU - Gruden, Maja
AU - Opsenica, Igor
PY - 2016
UR - https://cer.ihtm.bg.ac.rs/handle/123456789/1951
AB - The decarbonylative dibromination of 2-thiophenecarboxaldehyde derivatives with bromine under mild conditions is developed. The mechanism for the decarbonylation is investigated by experimental and instrumental techniques and is extended by a computational study. Alongside removal of the formyl group, this method enables functionalization of the starting compounds in a single reaction step, which can be further exploited for the synthesis of 2,5-diaryl-3-bromothiophenes and 2,3,5-triarylthiophenes.
PB - Georg Thieme Verlag Kg, Stuttgart
T2 - Synthesis
T1 - Decarbonylative Dibromination of 5-Phenylthiophene-2-carbaldehyde with Bromine
VL - 48
IS - 24
SP - 4423
EP - 4430
DO - 10.1055/s-0035-1562615
ER -
@article{
author = "Ajdačić, Vladimir and Stepanović, Stepan and Zlatović, Mario and Gruden, Maja and Opsenica, Igor",
year = "2016",
abstract = "The decarbonylative dibromination of 2-thiophenecarboxaldehyde derivatives with bromine under mild conditions is developed. The mechanism for the decarbonylation is investigated by experimental and instrumental techniques and is extended by a computational study. Alongside removal of the formyl group, this method enables functionalization of the starting compounds in a single reaction step, which can be further exploited for the synthesis of 2,5-diaryl-3-bromothiophenes and 2,3,5-triarylthiophenes.",
publisher = "Georg Thieme Verlag Kg, Stuttgart",
journal = "Synthesis",
title = "Decarbonylative Dibromination of 5-Phenylthiophene-2-carbaldehyde with Bromine",
volume = "48",
number = "24",
pages = "4423-4430",
doi = "10.1055/s-0035-1562615"
}
Ajdačić, V., Stepanović, S., Zlatović, M., Gruden, M.,& Opsenica, I.. (2016). Decarbonylative Dibromination of 5-Phenylthiophene-2-carbaldehyde with Bromine. in Synthesis
Georg Thieme Verlag Kg, Stuttgart., 48(24), 4423-4430.
https://doi.org/10.1055/s-0035-1562615
Ajdačić V, Stepanović S, Zlatović M, Gruden M, Opsenica I. Decarbonylative Dibromination of 5-Phenylthiophene-2-carbaldehyde with Bromine. in Synthesis. 2016;48(24):4423-4430.
doi:10.1055/s-0035-1562615 .
Ajdačić, Vladimir, Stepanović, Stepan, Zlatović, Mario, Gruden, Maja, Opsenica, Igor, "Decarbonylative Dibromination of 5-Phenylthiophene-2-carbaldehyde with Bromine" in Synthesis, 48, no. 24 (2016):4423-4430,
https://doi.org/10.1055/s-0035-1562615 . .
