Copper(I)-catalyzed [3 + 2] cycloaddition of 3-azidoquinoline-2,4(1H,3H)-diones with terminal alkynes
ID Kafka, Stanislav (Author), ID Hauke, Sylvia (Author), ID Salčinović, Arjana (Author), ID Soidinsalo, Otto (Author), ID Urankar, Damijana (Author), ID Košmrlj, Janez (Author)

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3-Azidoquinoline-2,4(1H,3H)-diones 1, which are readily available from 4-hydroxyquinolin-2(1H)-ones 4 via 3-chloroquinoline-2,4(1H,3H)-diones 5, afford, in copper(I)-catalyzed [3 + 2] cycloaddition reaction with terminal acetylenes, 1,4-disubstituted 1,2,3-triazoles 3 in moderate to excellent yields. The structures of compounds 3 were confirmed by $^1$H and $^{13}$C-NMR spectroscopy, combustion analyses and mass spectrometry.

Keywords:cycloaddition, azides, quinoline-2, 4(1H, 3H)-diones, terminal alkynes, 1, 2, 3-triazoles
Work type:Article
Typology:1.01 - Original Scientific Article
Organization:FKKT - Faculty of Chemistry and Chemical Technology
Publication status:Published
Publication version:Version of Record
Number of pages:Str. 4070-4081
Numbering:Vol. 16, iss. 5
PID:20.500.12556/RUL-129624 This link opens in a new window
ISSN on article:1420-3049
DOI:10.3390/molecules16054070 This link opens in a new window
COBISS.SI-ID:35032581 This link opens in a new window
Publication date in RUL:06.09.2021
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Shortened title:Molecules
COBISS.SI-ID:18462981 This link opens in a new window


License:CC BY 3.0, Creative Commons Attribution 3.0 Unported
Description:You are free to reproduce and redistribute the material in any medium or format. You are free to remix, transform, and build upon the material for any purpose, even commercially. You must give appropriate credit, provide a link to the license, and indicate if changes were made. You may do so in any reasonable manner, but not in any way that suggests the licensor endorses you or your use. You may not apply legal terms or technological measures that legally restrict others from doing anything the license permits.
Licensing start date:18.05.2011

Secondary language

Keywords:organska kemija, sinteza, organske sinteze, kataliza, cikloadicija, heterociklične spojine, heterociklični sistemi, heterocikli, derivati kinolona, kinoloni, azidi, azidokinoloni, terminalni alkini, triazoli, baker


Funder:Other - Other funder or multiple funders
Funding programme:Ministry of Education, Youth and Sports of the Czech Republic
Project number:MSM7088352101

Funder:Other - Other funder or multiple funders
Funding programme:Ministry of Education, Youth and Sports of the Czech Republic, Programme KONTAKT
Project number:9-06-3

Funder:ARRS - Slovenian Research Agency
Project number:P1-0230
Name:Organska kemija: sinteza, struktura in aplikacija

Funder:ARRS - Slovenian Research Agency
Project number:BI-CZ/07-08-018

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