Cyanoquinolines and Furo[3,4-b]quinolinones Formation via On-The-Spot 2,3-Functionalization of Quinolines with Cyanopropargylic Alcohols
Publication type: Journal Article
Publication date: 2021-02-19
scimago Q2
wos Q1
SJR: 0.737
CiteScore: 6.1
Impact factor: 3.6
ISSN: 00223263, 15206904
PubMed ID:
33605731
Organic Chemistry
Abstract
A convenient approach to 2-(1-ethoxyalkoxy)-3-cyanoquinolines (in up to 50% yields) has been developed. The approach comprises functionalization of quinolines with acetals of cyanopropargylic alcohols (KOH/H2O/MeCN, 55-60 °C) followed by their transformation to furo[3,4-b]quinolinones (in up to 98% yields) via the sequential removal of acetal protection and intramolecular cyclization/hydration (7% aqueous HCl, acetone, 20-25 °C).
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Total citations:
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Citations from 2024:
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Belyaeva K. V. et al. Cyanoquinolines and Furo[3,4-b]quinolinones Formation via On-The-Spot 2,3-Functionalization of Quinolines with Cyanopropargylic Alcohols // Journal of Organic Chemistry. 2021. Vol. 86. No. 5. pp. 3800-3809.
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Belyaeva K. V., Nikitina L. P., Afonin A., Grishchenko L. A., Trofimov B. A. Cyanoquinolines and Furo[3,4-b]quinolinones Formation via On-The-Spot 2,3-Functionalization of Quinolines with Cyanopropargylic Alcohols // Journal of Organic Chemistry. 2021. Vol. 86. No. 5. pp. 3800-3809.
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TY - JOUR
DO - 10.1021/acs.joc.0c02644
UR - https://doi.org/10.1021/acs.joc.0c02644
TI - Cyanoquinolines and Furo[3,4-b]quinolinones Formation via On-The-Spot 2,3-Functionalization of Quinolines with Cyanopropargylic Alcohols
T2 - Journal of Organic Chemistry
AU - Belyaeva, Kseniya V
AU - Nikitina, Lina P.
AU - Afonin, A.V.
AU - Grishchenko, Ludmila A
AU - Trofimov, B. A.
PY - 2021
DA - 2021/02/19
PB - American Chemical Society (ACS)
SP - 3800-3809
IS - 5
VL - 86
PMID - 33605731
SN - 0022-3263
SN - 1520-6904
ER -
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@article{2021_Belyaeva,
author = {Kseniya V Belyaeva and Lina P. Nikitina and A.V. Afonin and Ludmila A Grishchenko and B. A. Trofimov},
title = {Cyanoquinolines and Furo[3,4-b]quinolinones Formation via On-The-Spot 2,3-Functionalization of Quinolines with Cyanopropargylic Alcohols},
journal = {Journal of Organic Chemistry},
year = {2021},
volume = {86},
publisher = {American Chemical Society (ACS)},
month = {feb},
url = {https://doi.org/10.1021/acs.joc.0c02644},
number = {5},
pages = {3800--3809},
doi = {10.1021/acs.joc.0c02644}
}
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MLA
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Belyaeva, Kseniya V., et al. “Cyanoquinolines and Furo[3,4-b]quinolinones Formation via On-The-Spot 2,3-Functionalization of Quinolines with Cyanopropargylic Alcohols.” Journal of Organic Chemistry, vol. 86, no. 5, Feb. 2021, pp. 3800-3809. https://doi.org/10.1021/acs.joc.0c02644.