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Updated: Jun 7, 2026

Preparation and Reactivity of a Triphosphenium Bromide Salt: A Convenient and Stable Source of Phosphorus(I)
Published on: November 22, 2016
An unexpected base-induced [1,4]-phospho-Fries rearrangement
Mathieu Berchel1, Jean-Yves Salaün, Hélène Couthon-Gourvès
1Université Européenne de Bretagne, Université de Brest, CNRS UMR 6521, CEMCA, IFR 148 ScInBios, 6 Avenue Le Gorgeu, 29238, Brest, France.
Abstract:
An unexpected [1,4]-phospho-Fries rearrangement that gives rise to the formation of a O,O,O,O-tetraethyl methylenebis(thiophosphonate) derivative is reported. The regioselectivity of the metallation with n-BuLi or t-BuLi is the key factor that explains either the [1,4] or [1,3] rearrangement observed.
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