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Issue 22, 2010
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Synthesis of C-6-substituted uridine phosphonates through aerobic ligand-free Suzuki–Miyaura cross-coupling

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Abstract

An efficient protocol for the construction of C-6-(hetero)aryl-substituted uridine phosphonate analogues utilizing an aerobic, ligand-free Suzuki–Miyaura cross-coupling reaction of a 6-iodo-precursor in aqueous media has been established. The method presents a modular approach toward the target compounds as demonstrated by the synthesis of a small library comprising 14 novel nucleoside phosphonates.

Graphical abstract: Synthesis of C-6-substituted uridine phosphonates through aerobic ligand-free Suzuki–Miyaura cross-coupling

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Publication details

The article was received on 29 Apr 2010, accepted on 17 Aug 2010 and first published on 21 Sep 2010


Article type: Paper
DOI: 10.1039/C0OB00061B
Citation: Org. Biomol. Chem., 2010,8, 5234-5246
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    Synthesis of C-6-substituted uridine phosphonates through aerobic ligand-free Suzuki–Miyaura cross-coupling

    R. Nencka, D. Sinnaeve, I. Karalic, J. C. Martins and S. Van Calenbergh, Org. Biomol. Chem., 2010, 8, 5234
    DOI: 10.1039/C0OB00061B

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