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Copper(I)-Catalyzed [3+2] Cycloaddition of 3-Azidoquinoline-2,4(1H,3H)-diones with terminal alkynes

  • 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.

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Metadaten
Author:Stanislav Kafka, Sylvia Hauke, Arjana Salcinovic, Otto Soidinsalo, Damijana Urankar, Janez Kosmrlj
DOI:https://doi.org/10.3390/molecules16054070
ISSN:1420-3049 (print)
Parent Title (English):Molecules
Publisher:MDPI
Place of publication:Basel
Document Type:Article
Language:English
Year of first Publication:2011
Year of Completion:2011
Release Date:2017/03/26
Tag:1,2,3-triazoles; azides; cycloaddition; quinoline-2,4(1H,3H)-diones; terminal alkynes
Volume:16
Issue:5
Pagenumber:12
First Page:4070
Last Page:4081
Funder:Ministry of Education, Youth and Sports of the Czech Republic [MSM7088352101, 9-06-3]; Slovenian Research Agency [P1-0230-0103, BI-CZ/07-08-018]; EN-FIST Centre of Excellence, Ljubljana
Organizational units:Mathematisch-Naturwissenschaftliche Fakultät / Institut für Chemie
Peer Review:Referiert
Publication Way:Open Access