An Efficient One-Pot Catalyzed Synthesis of 2,4-Disubstituted 5-Nitroimidazoles Displaying Antiparasitic and Antibacterial Activities

A one-pot regioselective bis-Suzuki-Miyaura or Suzuki-Miyaura/Sonogashira reaction on 2,4-dibromo-1-methyl-5-nitro-1H-imidazole under microwave heating was developed. This method is applicable to a wide range of (hetero)arylboronic acids and terminal alkynes. Additionally, this approach provides a s...

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Autores principales: Mathias, Fanny, Kabri, Youssef, Okdah, Liliane, Di Giorgio, Carole, Rolain, Jean-Marc, Spitz, Cédric, Crozet, Maxime D., Vanelle, Patrice
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2017
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6152245/
https://www.ncbi.nlm.nih.gov/pubmed/28771219
http://dx.doi.org/10.3390/molecules22081278
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author Mathias, Fanny
Kabri, Youssef
Okdah, Liliane
Di Giorgio, Carole
Rolain, Jean-Marc
Spitz, Cédric
Crozet, Maxime D.
Vanelle, Patrice
author_facet Mathias, Fanny
Kabri, Youssef
Okdah, Liliane
Di Giorgio, Carole
Rolain, Jean-Marc
Spitz, Cédric
Crozet, Maxime D.
Vanelle, Patrice
author_sort Mathias, Fanny
collection PubMed
description A one-pot regioselective bis-Suzuki-Miyaura or Suzuki-Miyaura/Sonogashira reaction on 2,4-dibromo-1-methyl-5-nitro-1H-imidazole under microwave heating was developed. This method is applicable to a wide range of (hetero)arylboronic acids and terminal alkynes. Additionally, this approach provides a simple and efficient way to synthesize 2,4-disubstituted 5-nitroimidazole derivatives with antibacterial and antiparasitic properties.
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spelling pubmed-61522452018-11-13 An Efficient One-Pot Catalyzed Synthesis of 2,4-Disubstituted 5-Nitroimidazoles Displaying Antiparasitic and Antibacterial Activities Mathias, Fanny Kabri, Youssef Okdah, Liliane Di Giorgio, Carole Rolain, Jean-Marc Spitz, Cédric Crozet, Maxime D. Vanelle, Patrice Molecules Article A one-pot regioselective bis-Suzuki-Miyaura or Suzuki-Miyaura/Sonogashira reaction on 2,4-dibromo-1-methyl-5-nitro-1H-imidazole under microwave heating was developed. This method is applicable to a wide range of (hetero)arylboronic acids and terminal alkynes. Additionally, this approach provides a simple and efficient way to synthesize 2,4-disubstituted 5-nitroimidazole derivatives with antibacterial and antiparasitic properties. MDPI 2017-08-03 /pmc/articles/PMC6152245/ /pubmed/28771219 http://dx.doi.org/10.3390/molecules22081278 Text en © 2017 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
Mathias, Fanny
Kabri, Youssef
Okdah, Liliane
Di Giorgio, Carole
Rolain, Jean-Marc
Spitz, Cédric
Crozet, Maxime D.
Vanelle, Patrice
An Efficient One-Pot Catalyzed Synthesis of 2,4-Disubstituted 5-Nitroimidazoles Displaying Antiparasitic and Antibacterial Activities
title An Efficient One-Pot Catalyzed Synthesis of 2,4-Disubstituted 5-Nitroimidazoles Displaying Antiparasitic and Antibacterial Activities
title_full An Efficient One-Pot Catalyzed Synthesis of 2,4-Disubstituted 5-Nitroimidazoles Displaying Antiparasitic and Antibacterial Activities
title_fullStr An Efficient One-Pot Catalyzed Synthesis of 2,4-Disubstituted 5-Nitroimidazoles Displaying Antiparasitic and Antibacterial Activities
title_full_unstemmed An Efficient One-Pot Catalyzed Synthesis of 2,4-Disubstituted 5-Nitroimidazoles Displaying Antiparasitic and Antibacterial Activities
title_short An Efficient One-Pot Catalyzed Synthesis of 2,4-Disubstituted 5-Nitroimidazoles Displaying Antiparasitic and Antibacterial Activities
title_sort efficient one-pot catalyzed synthesis of 2,4-disubstituted 5-nitroimidazoles displaying antiparasitic and antibacterial activities
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6152245/
https://www.ncbi.nlm.nih.gov/pubmed/28771219
http://dx.doi.org/10.3390/molecules22081278
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