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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 |
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| Authors: | Boris A. Trofimov Svetlana F. Malysheva Nina K. Gusarova Vladimir A. Kuimov Nataliya A. Belogorlova Boris G. Sukhov |
| Affiliation: | A.E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, 1 Favorsky St., Irkutsk 664033, Russian Federation |
| 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. |
| Keywords: | Red phosphorus Styrene 1-(tert-Butyl)-4-vinylbenzene Superbases Nucleophilic addition Tris[4-(tert-butyl)phenethyl]phosphine oxide Microwave activation |
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