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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Veröffentlicht in:Molecules (Basel, Switzerland) Switzerland), 2012-12, Vol.17 (12), p.14409-14417
Hauptverfasser: Fresneau, Nathalie, Hiebel, Marie-Aude, Agrofoglio, Luigi A, Berteina-Raboin, Sabine
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Sprache:eng
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Zusammenfassung: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.
ISSN:1420-3049
1420-3049
DOI:10.3390/molecules171214409