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Synthesis of polyfluorinated 4‑hydroxyquinolin-2(1H)‑ones based on the cyclization of 2-alkynylanilines with carbon dioxide. / Politanskaya, Larisa; Tretyakov, Evgeny; Xi, Chanjuan.

In: Journal of Fluorine Chemistry, Vol. 242, 109720, 02.2021.

Research output: Contribution to journal › Article › peer-review

Harvard

Politanskaya, L, Tretyakov, E & Xi, C 2021, 'Synthesis of polyfluorinated 4‑hydroxyquinolin-2(1H)‑ones based on the cyclization of 2-alkynylanilines with carbon dioxide', Journal of Fluorine Chemistry, vol. 242, 109720. https://doi.org/10.1016/j.jfluchem.2020.109720

APA

Politanskaya, L., Tretyakov, E., & Xi, C. (2021). Synthesis of polyfluorinated 4‑hydroxyquinolin-2(1H)‑ones based on the cyclization of 2-alkynylanilines with carbon dioxide. Journal of Fluorine Chemistry, 242, [109720]. https://doi.org/10.1016/j.jfluchem.2020.109720

Vancouver

Politanskaya L, Tretyakov E, Xi C. Synthesis of polyfluorinated 4‑hydroxyquinolin-2(1H)‑ones based on the cyclization of 2-alkynylanilines with carbon dioxide. Journal of Fluorine Chemistry. 2021 Feb;242:109720. doi: 10.1016/j.jfluchem.2020.109720

Author

Politanskaya, Larisa ; Tretyakov, Evgeny ; Xi, Chanjuan. / Synthesis of polyfluorinated 4‑hydroxyquinolin-2(1H)‑ones based on the cyclization of 2-alkynylanilines with carbon dioxide. In: Journal of Fluorine Chemistry. 2021 ; Vol. 242.

BibTeX

@article{3964400b268c499b864dcf28126b1707,
title = "Synthesis of polyfluorinated 4‑hydroxyquinolin-2(1H)‑ones based on the cyclization of 2-alkynylanilines with carbon dioxide",
abstract = "Convenient and efficient synthesis of polyfluorinated 4-hydroxyquinolin-2(1H)-ones from the corresponding o-alkynylaniline derivatives and CO2 (1 atm), mediated by 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) and AgNO3 in acetonitrile was performed. This synthetic methodology may be used to prepare fluorinated heterocycles containing peripheral alkynyl and amino groups but is not suitable for silylethynyl derivatives that give indoles as the main products. The reaction takes place under mild conditions (60 °C) and involves readily available starting materials that include cheap and renewable carbon dioxide.",
keywords = "Carbon dioxide incorporation, Intermolecular heterocyclization reaction, Polyfluorinated alkynylanilines, Polyfluorinated heterocycles",
author = "Larisa Politanskaya and Evgeny Tretyakov and Chanjuan Xi",
note = "Funding Information: The authors thank the Russian Foundation for Basic Research (grant № 19-53-53003 ) and NSFC (grant № 21911530097 ) for financial support and the Chemical Service Center SB RAS for spectral and analytical measurements. Publisher Copyright: {\textcopyright} 2020 Elsevier B.V. Copyright: Copyright 2021 Elsevier B.V., All rights reserved.",
year = "2021",
month = feb,
doi = "10.1016/j.jfluchem.2020.109720",
language = "English",
volume = "242",
journal = "Journal of Fluorine Chemistry",
issn = "0022-1139",
publisher = "Elsevier",

}

RIS

TY - JOUR

T1 - Synthesis of polyfluorinated 4‑hydroxyquinolin-2(1H)‑ones based on the cyclization of 2-alkynylanilines with carbon dioxide

AU - Politanskaya, Larisa

AU - Tretyakov, Evgeny

AU - Xi, Chanjuan

N1 - Funding Information: The authors thank the Russian Foundation for Basic Research (grant № 19-53-53003 ) and NSFC (grant № 21911530097 ) for financial support and the Chemical Service Center SB RAS for spectral and analytical measurements. Publisher Copyright: © 2020 Elsevier B.V. Copyright: Copyright 2021 Elsevier B.V., All rights reserved.

PY - 2021/2

Y1 - 2021/2

N2 - Convenient and efficient synthesis of polyfluorinated 4-hydroxyquinolin-2(1H)-ones from the corresponding o-alkynylaniline derivatives and CO2 (1 atm), mediated by 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) and AgNO3 in acetonitrile was performed. This synthetic methodology may be used to prepare fluorinated heterocycles containing peripheral alkynyl and amino groups but is not suitable for silylethynyl derivatives that give indoles as the main products. The reaction takes place under mild conditions (60 °C) and involves readily available starting materials that include cheap and renewable carbon dioxide.

AB - Convenient and efficient synthesis of polyfluorinated 4-hydroxyquinolin-2(1H)-ones from the corresponding o-alkynylaniline derivatives and CO2 (1 atm), mediated by 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) and AgNO3 in acetonitrile was performed. This synthetic methodology may be used to prepare fluorinated heterocycles containing peripheral alkynyl and amino groups but is not suitable for silylethynyl derivatives that give indoles as the main products. The reaction takes place under mild conditions (60 °C) and involves readily available starting materials that include cheap and renewable carbon dioxide.

KW - Carbon dioxide incorporation

KW - Intermolecular heterocyclization reaction

KW - Polyfluorinated alkynylanilines

KW - Polyfluorinated heterocycles

UR - http://www.scopus.com/inward/record.url?scp=85099185842&partnerID=8YFLogxK

U2 - 10.1016/j.jfluchem.2020.109720

DO - 10.1016/j.jfluchem.2020.109720

M3 - Article

AN - SCOPUS:85099185842

VL - 242

JO - Journal of Fluorine Chemistry

JF - Journal of Fluorine Chemistry

SN - 0022-1139

M1 - 109720

ER -

ID: 27450828