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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...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2012
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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. |
format | Online Article Text |
id | pubmed-6268622 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
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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