Decarbonylative Dibromination of 5-Phenylthiophene-2-carbaldehyde with Bromine
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2016
Članak u časopisu (Objavljena verzija)
Metapodaci
Prikaz svih podataka o dokumentuApstrakt
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.
Ključne reči:
deformylation / thiophene / reaction mechanism / Wheland intermediate / Suzuki-Miyaura reactionIzvor:
Synthesis, Stuttgart, 2016, 48, 24, 4423-4430Izdavač:
- Georg Thieme Verlag Kg, Stuttgart
Finansiranje / projekti:
- Sinteza aminohinolina i njihovih derivata kao antimalarika i inhibitora botulinum neurotoksina A (RS-MESTD-Basic Research (BR or ON)-172008)
- Serbian Academy of Sciences and Arts
Napomena:
- Supplementary material: http://cherry.chem.bg.ac.rs/handle/123456789/3435
DOI: 10.1055/s-0035-1562615
ISSN: 0039-7881
WoS: 000389330400005
Scopus: 2-s2.0-84983785815
Institucija/grupa
Hemijski fakultet / Faculty of ChemistryTY - JOUR AU - Ajdačić, Vladimir AU - Stepanović, Stepan AU - Zlatović, Mario AU - Gruden-Pavlović, Maja AU - Opsenica, Igor PY - 2016 UR - https://cherry.chem.bg.ac.rs/handle/123456789/2361 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, Stuttgart 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-Pavlović, 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, Stuttgart", 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-Pavlović, M.,& Opsenica, I.. (2016). Decarbonylative Dibromination of 5-Phenylthiophene-2-carbaldehyde with Bromine. in Synthesis, Stuttgart Georg Thieme Verlag Kg, Stuttgart., 48(24), 4423-4430. https://doi.org/10.1055/s-0035-1562615
Ajdačić V, Stepanović S, Zlatović M, Gruden-Pavlović M, Opsenica I. Decarbonylative Dibromination of 5-Phenylthiophene-2-carbaldehyde with Bromine. in Synthesis, Stuttgart. 2016;48(24):4423-4430. doi:10.1055/s-0035-1562615 .
Ajdačić, Vladimir, Stepanović, Stepan, Zlatović, Mario, Gruden-Pavlović, Maja, Opsenica, Igor, "Decarbonylative Dibromination of 5-Phenylthiophene-2-carbaldehyde with Bromine" in Synthesis, Stuttgart, 48, no. 24 (2016):4423-4430, https://doi.org/10.1055/s-0035-1562615 . .