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Contributing to Biochemistry and Optoelectronics: Pyrrolo[1′,2′:2,3]imidazo[1,5-a]indoles and Cyclohepta[4,5]pyrrolo[1,2-c]pyrrolo[1,2-a]imidazoles via [3+2] Annulation of Acylethynylcycloalka[b]pyrroles with Δ1-Pyrrolines
Publication type: Journal Article
Publication date: 2023-02-08
scimago Q1
wos Q1
SJR: 1.273
CiteScore: 9.0
Impact factor: 4.9
ISSN: 16616596, 14220067
PubMed ID:
36834813
Catalysis
Organic Chemistry
Inorganic Chemistry
Physical and Theoretical Chemistry
Computer Science Applications
Spectroscopy
Molecular Biology
General Medicine
Abstract
Available pyrrolylalkynones with tetrahydroindolyl, cycloalkanopyrrolyl, and dihydrobenzo[g]indolyl moieties, acylethynylcycloalka[b]pyrroles, are readily annulated with Δ1-pyrrolines (MeCN/THF, 70 °C, 8 h) to afford a series of novel pyrrolo[1′,2′:2,3]imidazo[1,5-a]indoles and cyclohepta[4,5]pyrrolo[1,2-c]pyrrolo[1,2-a]imidazoles functionalized with an acylethenyl group in up to an 81% yield. This original synthetic approach contributes to the arsenal of chemical methods promoting drug discovery. Photophysical studies show that some of the synthesized compounds, e.g., benzo[g]pyrroloimidazoindoles, are prospective candidates for TADF emitters of OLED.
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Total citations:
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Citations from 2024:
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Oparina L. A. et al. Contributing to Biochemistry and Optoelectronics: Pyrrolo[1′,2′:2,3]imidazo[1,5-a]indoles and Cyclohepta[4,5]pyrrolo[1,2-c]pyrrolo[1,2-a]imidazoles via [3+2] Annulation of Acylethynylcycloalka[b]pyrroles with Δ1-Pyrrolines // International Journal of Molecular Sciences. 2023. Vol. 24. No. 4. p. 3404.
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Oparina L. A., Kolyvanov N. A., Ushakov I. A., Nikitina L. P., Petrova O. V., Sobenina L. N., Petrushenko K. B., Trofimov B. A. Contributing to Biochemistry and Optoelectronics: Pyrrolo[1′,2′:2,3]imidazo[1,5-a]indoles and Cyclohepta[4,5]pyrrolo[1,2-c]pyrrolo[1,2-a]imidazoles via [3+2] Annulation of Acylethynylcycloalka[b]pyrroles with Δ1-Pyrrolines // International Journal of Molecular Sciences. 2023. Vol. 24. No. 4. p. 3404.
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TY - JOUR
DO - 10.3390/ijms24043404
UR - https://doi.org/10.3390/ijms24043404
TI - Contributing to Biochemistry and Optoelectronics: Pyrrolo[1′,2′:2,3]imidazo[1,5-a]indoles and Cyclohepta[4,5]pyrrolo[1,2-c]pyrrolo[1,2-a]imidazoles via [3+2] Annulation of Acylethynylcycloalka[b]pyrroles with Δ1-Pyrrolines
T2 - International Journal of Molecular Sciences
AU - Oparina, Ludmila A.
AU - Kolyvanov, Nikita A.
AU - Ushakov, Igor A.
AU - Nikitina, Lina P.
AU - Petrova, Olga V.
AU - Sobenina, Lyubov N.
AU - Petrushenko, Konstantin B.
AU - Trofimov, Boris A.
PY - 2023
DA - 2023/02/08
PB - MDPI
SP - 3404
IS - 4
VL - 24
PMID - 36834813
SN - 1661-6596
SN - 1422-0067
ER -
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@article{2023_Oparina,
author = {Ludmila A. Oparina and Nikita A. Kolyvanov and Igor A. Ushakov and Lina P. Nikitina and Olga V. Petrova and Lyubov N. Sobenina and Konstantin B. Petrushenko and Boris A. Trofimov},
title = {Contributing to Biochemistry and Optoelectronics: Pyrrolo[1′,2′:2,3]imidazo[1,5-a]indoles and Cyclohepta[4,5]pyrrolo[1,2-c]pyrrolo[1,2-a]imidazoles via [3+2] Annulation of Acylethynylcycloalka[b]pyrroles with Δ1-Pyrrolines},
journal = {International Journal of Molecular Sciences},
year = {2023},
volume = {24},
publisher = {MDPI},
month = {feb},
url = {https://doi.org/10.3390/ijms24043404},
number = {4},
pages = {3404},
doi = {10.3390/ijms24043404}
}
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Oparina, Ludmila A., et al. “Contributing to Biochemistry and Optoelectronics: Pyrrolo[1′,2′:2,3]imidazo[1,5-a]indoles and Cyclohepta[4,5]pyrrolo[1,2-c]pyrrolo[1,2-a]imidazoles via [3+2] Annulation of Acylethynylcycloalka[b]pyrroles with Δ1-Pyrrolines.” International Journal of Molecular Sciences, vol. 24, no. 4, Feb. 2023, p. 3404. https://doi.org/10.3390/ijms24043404.