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

被引：25

作者：

Trofimov, Boris A. ^{[1
]}

Malysheva, Svetlana F. ^{[1
]}

Gusarova, Nina K. ^{[1
]}

Kuimov, Vladimir A. ^{[1
]}

Belogorlova, Nataliya A. ^{[1
]}

Sukhov, Boris G. ^{[1
]}

机构：

[1] Russian Acad Sci, Siberian Branch, AE Favorsky Irkutsk Inst Chem, Irkutsk 664033, Russia

来源：

TETRAHEDRON LETTERS | 2008年 / 49卷 / 21期

基金：

俄罗斯基础研究基金会;

关键词：

red phosphorus; styrene; 1-(tert-butyl)-4-vinylbenzene; superbases; nucleophilic addition; tris[4-(tert-butyl)phenethyl]phosphine oxide; microwave activation;

D O I：

10.1016/j.tetlet.2008.03.097

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Red phosphorus reacts with 1-(tert-butyl)-4-vinyl benzene in a superbase media (KOH-DMSO, 90-100 degrees 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. (c) 2008 Elsevier Ltd. All rights reserved.

引用

页码：3480 / 3483

页数：4