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

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)
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
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
PDF Full-text Download PDF Full-Text [223 KB, uploaded 18 June 2014 19:59 CEST]

Export to BibTeX |
EndNote


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.

Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert