Issue 5, 2010

Preparation of benzylphosphonates via a palladium(0)-catalyzed cross-coupling of H-phosphonatediesters with benzyl halides. Synthetic and mechanistic studies§

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

Supplementary files

Article information

Article type
Paper
Submitted
21 Oct 2009
Accepted
11 Dec 2009
First published
12 Feb 2010

New J. Chem., 2010,34, 967-975

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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