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Issue 5, 2010
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Preparation of benzylphosphonates via a palladium(0)-catalyzed cross-coupling of H-phosphonate diesters with benzyl halides. Synthetic and mechanistic studies

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Abstract

We have developed a new, efficient method for the synthesis of benzylphosphonate and benzylphosphonothioate diesters via a palladium(0)-catalyzed cross-coupling reaction between benzyl halides and H-phosphonate or H-phosphonothioate diesters, using Pd2(dba)3(CHCl3) as a palladium source and Xantphos as a supporting ligand. Some mechanistic aspects of these reactions were investigated using 31P NMR spectroscopy.

Graphical abstract: Preparation of benzylphosphonates via a palladium(0)-catalyzed cross-coupling of H-phosphonate diesters with benzyl halides. Synthetic and mechanistic studies

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The article was received on 21 Oct 2009, accepted on 11 Dec 2009 and first published on 12 Feb 2010


Article type: Paper
DOI: 10.1039/B9NJ00585D
Citation: New J. Chem., 2010,34, 967-975
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    Preparation of benzylphosphonates via a palladium(0)-catalyzed cross-coupling of H-phosphonate diesters with benzyl halides. Synthetic and mechanistic studies

    G. Lavén, M. Kalek, M. Jezowska and J. Stawinski, New J. Chem., 2010, 34, 967
    DOI: 10.1039/B9NJ00585D

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