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...

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Detalles Bibliográficos
Autores principales: Kafka, Stanislav, Hauke, Sylvia, Salcinovic, Arjana, Soidinsalo, Otto, Urankar, Damijana, Kosmrlj, Janez
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2011
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6263284/
http://dx.doi.org/10.3390/molecules16054070
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author Kafka, Stanislav
Hauke, Sylvia
Salcinovic, Arjana
Soidinsalo, Otto
Urankar, Damijana
Kosmrlj, Janez
author_facet Kafka, Stanislav
Hauke, Sylvia
Salcinovic, Arjana
Soidinsalo, Otto
Urankar, Damijana
Kosmrlj, Janez
author_sort Kafka, Stanislav
collection PubMed
description 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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spelling pubmed-62632842018-12-10 Copper(I)-Catalyzed [ 3+ 2] Cycloaddition of 3-Azidoquinoline-2,4(1H,3H)-diones with Terminal Alkynes (†) Kafka, Stanislav Hauke, Sylvia Salcinovic, Arjana Soidinsalo, Otto Urankar, Damijana Kosmrlj, Janez Molecules Article 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. MDPI 2011-05-18 /pmc/articles/PMC6263284/ http://dx.doi.org/10.3390/molecules16054070 Text en © 2011 by the authors; licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Article
Kafka, Stanislav
Hauke, Sylvia
Salcinovic, Arjana
Soidinsalo, Otto
Urankar, Damijana
Kosmrlj, Janez
Copper(I)-Catalyzed [ 3+ 2] Cycloaddition of 3-Azidoquinoline-2,4(1H,3H)-diones with Terminal Alkynes (†)
title Copper(I)-Catalyzed [ 3+ 2] Cycloaddition of 3-Azidoquinoline-2,4(1H,3H)-diones with Terminal Alkynes (†)
title_full Copper(I)-Catalyzed [ 3+ 2] Cycloaddition of 3-Azidoquinoline-2,4(1H,3H)-diones with Terminal Alkynes (†)
title_fullStr Copper(I)-Catalyzed [ 3+ 2] Cycloaddition of 3-Azidoquinoline-2,4(1H,3H)-diones with Terminal Alkynes (†)
title_full_unstemmed Copper(I)-Catalyzed [ 3+ 2] Cycloaddition of 3-Azidoquinoline-2,4(1H,3H)-diones with Terminal Alkynes (†)
title_short Copper(I)-Catalyzed [ 3+ 2] Cycloaddition of 3-Azidoquinoline-2,4(1H,3H)-diones with Terminal Alkynes (†)
title_sort copper(i)-catalyzed [ 3+ 2] cycloaddition of 3-azidoquinoline-2,4(1h,3h)-diones with terminal alkynes (†)
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6263284/
http://dx.doi.org/10.3390/molecules16054070
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