A one-pot synthesis of a branched tertiary phosphine oxide from red phosphorus and 1-( tert-butyl)-4-vinylbenzene in KOH–DMSO: an unusually facile addition of P-centered nucleophiles to a weakly electrophilic double bond

Boris A Trofimov,Svetlana F Malysheva,Nina K Gusarova,Vladimir A Kuimov,Nataliya A Belogorlova,Boris G Sukhov

doi:10.1016/j.tetlet.2008.03.097

A one-pot synthesis of a branched tertiary phosphine oxide from red phosphorus and 1-( tert-butyl)-4-vinylbenzene in KOH–DMSO: an unusually facile addition of P-centered nucleophiles to a weakly electrophilic double bond

Boris A Trofimov, Svetlana F Malysheva + Show 4 more

https://doi.org/10.1016/j.tetlet.2008.03.097

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Journal: Tetrahedron Letters	Publication Date: Mar 23, 2008
Citations: 25

Affiliation: A.E. Favorsky Irkutsk Institute of Chemistry

#KOH DMSO #Phosphine Oxide + Show 7 more

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Abstract

Red phosphorus reacts with 1-( tert-butyl)-4-vinylbenzene in a superbase media (KOH–DMSO, 90–100 °C, 3 h) to give tris[4-( tert-butyl)phenethyl]phosphine oxide in 77% yield. Microwave activation of the reaction affords the phosphine oxide in 82% yield in 6 min.

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