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Efficient Synthesis of Unprotected C-5-Aryl/Heteroaryl-2'-deoxyuridine via a Suzuki-Miyaura Reaction in Aqueous Media

Following our previous results on an environmentally benign one-pot Sonogashira-cyclization protocol to obtain substituted furopyrimidine nucleosides under aqueous conditions, we investigate herein the Suzuki-Miyaura cross-coupling reactions of aryl and heteroaryl derivatives at the C5 position of u...

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Autores principales: Fresneau, Nathalie, Hiebel, Marie-Aude, Agrofoglio, Luigi A., Berteina-Raboin, Sabine
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6268622/
https://www.ncbi.nlm.nih.gov/pubmed/23519242
http://dx.doi.org/10.3390/molecules171214409
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author Fresneau, Nathalie
Hiebel, Marie-Aude
Agrofoglio, Luigi A.
Berteina-Raboin, Sabine
author_facet Fresneau, Nathalie
Hiebel, Marie-Aude
Agrofoglio, Luigi A.
Berteina-Raboin, Sabine
author_sort Fresneau, Nathalie
collection PubMed
description Following our previous results on an environmentally benign one-pot Sonogashira-cyclization protocol to obtain substituted furopyrimidine nucleosides under aqueous conditions, we investigate herein the Suzuki-Miyaura cross-coupling reactions of aryl and heteroaryl derivatives at the C5 position of unprotected 2'-deoxyuridine in the same media with a common catalyst system avoiding exotic ligands, since palladium acetate and triphenylphosphine afforded the expected products in moderate to good yields.
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spelling pubmed-62686222018-12-14 Efficient Synthesis of Unprotected C-5-Aryl/Heteroaryl-2'-deoxyuridine via a Suzuki-Miyaura Reaction in Aqueous Media Fresneau, Nathalie Hiebel, Marie-Aude Agrofoglio, Luigi A. Berteina-Raboin, Sabine Molecules Article Following our previous results on an environmentally benign one-pot Sonogashira-cyclization protocol to obtain substituted furopyrimidine nucleosides under aqueous conditions, we investigate herein the Suzuki-Miyaura cross-coupling reactions of aryl and heteroaryl derivatives at the C5 position of unprotected 2'-deoxyuridine in the same media with a common catalyst system avoiding exotic ligands, since palladium acetate and triphenylphosphine afforded the expected products in moderate to good yields. MDPI 2012-12-05 /pmc/articles/PMC6268622/ /pubmed/23519242 http://dx.doi.org/10.3390/molecules171214409 Text en © 2012 by the authors; licensee MDPI, Basel, Switzerland. http://creativecommons.org/licenses/by/3.0/ 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
Fresneau, Nathalie
Hiebel, Marie-Aude
Agrofoglio, Luigi A.
Berteina-Raboin, Sabine
Efficient Synthesis of Unprotected C-5-Aryl/Heteroaryl-2'-deoxyuridine via a Suzuki-Miyaura Reaction in Aqueous Media
title Efficient Synthesis of Unprotected C-5-Aryl/Heteroaryl-2'-deoxyuridine via a Suzuki-Miyaura Reaction in Aqueous Media
title_full Efficient Synthesis of Unprotected C-5-Aryl/Heteroaryl-2'-deoxyuridine via a Suzuki-Miyaura Reaction in Aqueous Media
title_fullStr Efficient Synthesis of Unprotected C-5-Aryl/Heteroaryl-2'-deoxyuridine via a Suzuki-Miyaura Reaction in Aqueous Media
title_full_unstemmed Efficient Synthesis of Unprotected C-5-Aryl/Heteroaryl-2'-deoxyuridine via a Suzuki-Miyaura Reaction in Aqueous Media
title_short Efficient Synthesis of Unprotected C-5-Aryl/Heteroaryl-2'-deoxyuridine via a Suzuki-Miyaura Reaction in Aqueous Media
title_sort efficient synthesis of unprotected c-5-aryl/heteroaryl-2'-deoxyuridine via a suzuki-miyaura reaction in aqueous media
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6268622/
https://www.ncbi.nlm.nih.gov/pubmed/23519242
http://dx.doi.org/10.3390/molecules171214409
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