Aryl H-phosphonates. Part 13. A new, general entry to aryl nucleoside phosphate and aryl nucleoside phosphorothioate diesters

Jacek Cieślak; Jadwiga Jankowska; Michał Sobkowski; Małgorzata Wenska; Jacek Stawiński; Adam Kraszewski

doi:10.1039/B109373H

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Aryl H-phosphonates. Part 13.¹ A new, general entry to aryl nucleoside phosphate and aryl nucleoside phosphorothioate diesters

Jacek Cieślak,^a Jadwiga Jankowska,^a Michał Sobkowski,^a Małgorzata Wenska,^a Jacek Stawiński^ab and Adam Kraszewski*^a

Author affiliations

* Corresponding authors

^a Institute of Bioorganic Chemistry, Polish Academy of Sciences, Noskowskiego 12/14, 61-704 Poznań, Poland
E-mail: akad@ibch.poznan.pl
Fax: +48-61-850 25 32

^b Stockholm University, Arrhenius Laboratory, Department of Organic Chemistry, Stockholm, S-10691, Sweden

Abstract

The reaction of nucleoside H-phosphonate monoesters with phenols in the presence of a condensing agent, followed by oxidation of the in-situ-generated aryl nucleoside H-phosphonate diesters with iodine–water or with elemental sulfur, provides a new, ‘one-pot’, efficient entry to nucleoside phosphate or nucleoside phosphorothioate diesters bearing diverse aryl moieties.

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Article information

DOI: https://doi.org/10.1039/B109373H
Article type: Paper
Submitted: 15 Oct 2001
Accepted: 19 Nov 2001
First published: 11 Dec 2001

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J. Chem. Soc., Perkin Trans. 1, 2002, 31-37

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Aryl H-phosphonates. Part 13. A new, general entry to aryl nucleoside phosphate and aryl nucleoside phosphorothioate diesters

J. Cieślak, J. Jankowska, M. Sobkowski, M. Wenska, J. Stawiński and A. Kraszewski, J. Chem. Soc., Perkin Trans. 1, 2002, 31 DOI: 10.1039/B109373H

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Journal of the Chemical Society, Perkin Transactions 1