A novel bis-triazole scaffold accessed via two tandem [3 + 2] cycloaddition events including an uncatalyzed, room temperature azide–alkyne click reaction

The previously described α-acetyl-α-diazomethanesulfonamide was employed in a three-component reaction with azide-containing benzaldehydes and propargylamines. Besides the initial formation of the triazole core, the reaction proceeded further, in uncatalyzed fashion at room temperature and yielded,...

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Autores principales: Malkova, Ksenia, Bubyrev, Andrey, Krivovicheva, Vasilisa, Dar’in, Dmitry, Bunev, Alexander, Krasavin, Mikhail
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2022
Materias:
Letter
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9727270/
https://www.ncbi.nlm.nih.gov/pubmed/36530536
http://dx.doi.org/10.3762/bjoc.18.175
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author Malkova, Ksenia
Bubyrev, Andrey
Krivovicheva, Vasilisa
Dar’in, Dmitry
Bunev, Alexander
Krasavin, Mikhail
author_facet Malkova, Ksenia
Bubyrev, Andrey
Krivovicheva, Vasilisa
Dar’in, Dmitry
Bunev, Alexander
Krasavin, Mikhail
author_sort Malkova, Ksenia
collection PubMed
description The previously described α-acetyl-α-diazomethanesulfonamide was employed in a three-component reaction with azide-containing benzaldehydes and propargylamines. Besides the initial formation of the triazole core, the reaction proceeded further, in uncatalyzed fashion at room temperature and yielded, after intramolecular azide–alkyne click reaction novel, structurally intriguing bistriazoles.
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spelling pubmed-97272702022-12-16 A novel bis-triazole scaffold accessed via two tandem [3 + 2] cycloaddition events including an uncatalyzed, room temperature azide–alkyne click reaction Malkova, Ksenia Bubyrev, Andrey Krivovicheva, Vasilisa Dar’in, Dmitry Bunev, Alexander Krasavin, Mikhail Beilstein J Org Chem Letter The previously described α-acetyl-α-diazomethanesulfonamide was employed in a three-component reaction with azide-containing benzaldehydes and propargylamines. Besides the initial formation of the triazole core, the reaction proceeded further, in uncatalyzed fashion at room temperature and yielded, after intramolecular azide–alkyne click reaction novel, structurally intriguing bistriazoles. Beilstein-Institut 2022-12-02 /pmc/articles/PMC9727270/ /pubmed/36530536 http://dx.doi.org/10.3762/bjoc.18.175 Text en Copyright © 2022, Malkova et al. https://creativecommons.org/licenses/by/4.0/This is an open access article licensed under the terms of the Beilstein-Institut Open Access License Agreement (https://www.beilstein-journals.org/bjoc/terms/terms), which is identical to the Creative Commons Attribution 4.0 International License (https://creativecommons.org/licenses/by/4.0 (https://creativecommons.org/licenses/by/4.0/) ). The reuse of material under this license requires that the author(s), source and license are credited. Third-party material in this article could be subject to other licenses (typically indicated in the credit line), and in this case, users are required to obtain permission from the license holder to reuse the material.
spellingShingle Letter
Malkova, Ksenia
Bubyrev, Andrey
Krivovicheva, Vasilisa
Dar’in, Dmitry
Bunev, Alexander
Krasavin, Mikhail
A novel bis-triazole scaffold accessed via two tandem [3 + 2] cycloaddition events including an uncatalyzed, room temperature azide–alkyne click reaction
title A novel bis-triazole scaffold accessed via two tandem [3 + 2] cycloaddition events including an uncatalyzed, room temperature azide–alkyne click reaction
title_full A novel bis-triazole scaffold accessed via two tandem [3 + 2] cycloaddition events including an uncatalyzed, room temperature azide–alkyne click reaction
title_fullStr A novel bis-triazole scaffold accessed via two tandem [3 + 2] cycloaddition events including an uncatalyzed, room temperature azide–alkyne click reaction
title_full_unstemmed A novel bis-triazole scaffold accessed via two tandem [3 + 2] cycloaddition events including an uncatalyzed, room temperature azide–alkyne click reaction
title_short A novel bis-triazole scaffold accessed via two tandem [3 + 2] cycloaddition events including an uncatalyzed, room temperature azide–alkyne click reaction
title_sort novel bis-triazole scaffold accessed via two tandem [3 + 2] cycloaddition events including an uncatalyzed, room temperature azide–alkyne click reaction
topic Letter
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9727270/
https://www.ncbi.nlm.nih.gov/pubmed/36530536
http://dx.doi.org/10.3762/bjoc.18.175
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