Base-Promoted Annulation of Amidoximes with Alkynes: Simple Access to 2,4-Disubstituted Imidazoles

An efficient construction of imidazole ring by a Cs(2)CO(3)-promoted annulation of amidoximes with terminal alkynes in DMSO has been developed. This protocol provides a simple synthetic route with high atom-utilization for the synthesis of 2,4-disubstituted imidazoles in good yields under transition...

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Autores principales: Mehmood, Hina, Iqbal, Muhammad Asif, Lu, Le, Hua, Ruimao
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2020
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7463794/
https://www.ncbi.nlm.nih.gov/pubmed/32784900
http://dx.doi.org/10.3390/molecules25163621
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author Mehmood, Hina
Iqbal, Muhammad Asif
Lu, Le
Hua, Ruimao
author_facet Mehmood, Hina
Iqbal, Muhammad Asif
Lu, Le
Hua, Ruimao
author_sort Mehmood, Hina
collection PubMed
description An efficient construction of imidazole ring by a Cs(2)CO(3)-promoted annulation of amidoximes with terminal alkynes in DMSO has been developed. This protocol provides a simple synthetic route with high atom-utilization for the synthesis of 2,4-disubstituted imidazoles in good yields under transition-metal-free and ligand-free conditions. Internal alkynes can also undergo the annulation to give 2,4,5-trisubstituted imidazoles.
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spelling pubmed-74637942020-09-02 Base-Promoted Annulation of Amidoximes with Alkynes: Simple Access to 2,4-Disubstituted Imidazoles Mehmood, Hina Iqbal, Muhammad Asif Lu, Le Hua, Ruimao Molecules Article An efficient construction of imidazole ring by a Cs(2)CO(3)-promoted annulation of amidoximes with terminal alkynes in DMSO has been developed. This protocol provides a simple synthetic route with high atom-utilization for the synthesis of 2,4-disubstituted imidazoles in good yields under transition-metal-free and ligand-free conditions. Internal alkynes can also undergo the annulation to give 2,4,5-trisubstituted imidazoles. MDPI 2020-08-09 /pmc/articles/PMC7463794/ /pubmed/32784900 http://dx.doi.org/10.3390/molecules25163621 Text en © 2020 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 (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Mehmood, Hina
Iqbal, Muhammad Asif
Lu, Le
Hua, Ruimao
Base-Promoted Annulation of Amidoximes with Alkynes: Simple Access to 2,4-Disubstituted Imidazoles
title Base-Promoted Annulation of Amidoximes with Alkynes: Simple Access to 2,4-Disubstituted Imidazoles
title_full Base-Promoted Annulation of Amidoximes with Alkynes: Simple Access to 2,4-Disubstituted Imidazoles
title_fullStr Base-Promoted Annulation of Amidoximes with Alkynes: Simple Access to 2,4-Disubstituted Imidazoles
title_full_unstemmed Base-Promoted Annulation of Amidoximes with Alkynes: Simple Access to 2,4-Disubstituted Imidazoles
title_short Base-Promoted Annulation of Amidoximes with Alkynes: Simple Access to 2,4-Disubstituted Imidazoles
title_sort base-promoted annulation of amidoximes with alkynes: simple access to 2,4-disubstituted imidazoles
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7463794/
https://www.ncbi.nlm.nih.gov/pubmed/32784900
http://dx.doi.org/10.3390/molecules25163621
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