том 87 издание 9 страницы 6514-6519

Synthesis of Imidazo[1,2- a]pyridines via Near UV Light-Induced Cyclization of Azirinylpyridinium Salts

Тип публикацииJournal Article
Дата публикации2022-04-27
scimago Q2
wos Q1
БС1
SJR0.737
CiteScore6.1
Impact factor3.6
ISSN00223263, 15206904
Organic Chemistry
Краткое описание
An efficient one-pot synthesis of imidazo[1,2-a]pyridines from 2-bromoazirines and pyridines has been developed. The construction of the bicyclic framework of imidazo[1,2-a]pyridines occurs in two steps through the formation of (2H-azirin-2-yl)pyridinium bromides followed by dehydrobrominative UV light-induced cyclization. The method can also be applied for the synthesis of imidazo[2,1-a]isoquinolines. Unstable in solution, (2H-azirin-2-yl)pyridinium/isoquinolinium bromides were quantitatively converted to stable tetrafluoroborates, which can be cyclized to imidazo[1,2-a]pyridines under UV irradiation in the presence of bromide ions.
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ГОСТ |
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Filippov I. P. et al. Synthesis of Imidazo[1,2- a]pyridines via Near UV Light-Induced Cyclization of Azirinylpyridinium Salts // Journal of Organic Chemistry. 2022. Vol. 87. No. 9. pp. 6514-6519.
ГОСТ со всеми авторами (до 50) Скопировать
Filippov I. P., Agafonova A. V., Titov G. D., Smetanin I. A., Rostovskii N. V., Khlebnikov A. F., Novikov M. S. Synthesis of Imidazo[1,2- a]pyridines via Near UV Light-Induced Cyclization of Azirinylpyridinium Salts // Journal of Organic Chemistry. 2022. Vol. 87. No. 9. pp. 6514-6519.
RIS |
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TY - JOUR
DO - 10.1021/acs.joc.2c00514
UR - https://pubs.acs.org/doi/10.1021/acs.joc.2c00514
TI - Synthesis of Imidazo[1,2- a]pyridines via Near UV Light-Induced Cyclization of Azirinylpyridinium Salts
T2 - Journal of Organic Chemistry
AU - Filippov, Ilya P
AU - Agafonova, Anastasiya V
AU - Titov, Gleb D
AU - Smetanin, Ilia A
AU - Rostovskii, Nikolai V
AU - Khlebnikov, Alexander F
AU - Novikov, Mikhail S.
PY - 2022
DA - 2022/04/27
PB - American Chemical Society (ACS)
SP - 6514-6519
IS - 9
VL - 87
PMID - 35476415
SN - 0022-3263
SN - 1520-6904
ER -
BibTex |
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@article{2022_Filippov,
author = {Ilya P Filippov and Anastasiya V Agafonova and Gleb D Titov and Ilia A Smetanin and Nikolai V Rostovskii and Alexander F Khlebnikov and Mikhail S. Novikov},
title = {Synthesis of Imidazo[1,2- a]pyridines via Near UV Light-Induced Cyclization of Azirinylpyridinium Salts},
journal = {Journal of Organic Chemistry},
year = {2022},
volume = {87},
publisher = {American Chemical Society (ACS)},
month = {apr},
url = {https://pubs.acs.org/doi/10.1021/acs.joc.2c00514},
number = {9},
pages = {6514--6519},
doi = {10.1021/acs.joc.2c00514}
}
MLA
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Filippov, Ilya P., et al. “Synthesis of Imidazo[1,2- a]pyridines via Near UV Light-Induced Cyclization of Azirinylpyridinium Salts.” Journal of Organic Chemistry, vol. 87, no. 9, Apr. 2022, pp. 6514-6519. https://pubs.acs.org/doi/10.1021/acs.joc.2c00514.