Molecules 2012, 17(12), 14409-14417; doi:10.3390/molecules171214409
Article

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

Institut de Chimie Organique et Analytique, Université d'Orléans, UMR CNRS 7311, BP 6759, 45067 Orléans Cedex 2, France
* Author to whom correspondence should be addressed.
Received: 8 October 2012; in revised form: 20 November 2012 / Accepted: 23 November 2012 / Published: 5 December 2012
(This article belongs to the Section Organic Synthesis)
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Abstract: 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.
Keywords: unnatural nucleosides; Suzuki-Miyaura coupling; aqueous conditions

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MDPI and ACS Style

Fresneau, N.; Hiebel, M.-A.; Agrofoglio, L.A.; Berteina-Raboin, S. Efficient Synthesis of Unprotected C-5-Aryl/Heteroaryl-2'-deoxyuridine via a Suzuki-Miyaura Reaction in Aqueous Media. Molecules 2012, 17, 14409-14417.

AMA Style

Fresneau N, Hiebel M-A, Agrofoglio LA, Berteina-Raboin S. Efficient Synthesis of Unprotected C-5-Aryl/Heteroaryl-2'-deoxyuridine via a Suzuki-Miyaura Reaction in Aqueous Media. Molecules. 2012; 17(12):14409-14417.

Chicago/Turabian Style

Fresneau, Nathalie; Hiebel, Marie-Aude; Agrofoglio, Luigi A.; Berteina-Raboin, Sabine. 2012. "Efficient Synthesis of Unprotected C-5-Aryl/Heteroaryl-2'-deoxyuridine via a Suzuki-Miyaura Reaction in Aqueous Media." Molecules 17, no. 12: 14409-14417.

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