Nucleophilic additon of phosphine to 1-(tert-butyl)-4-vinylbenzene: a short-cut to bulky secondary and tertiary phosphines and their chalcogenides

被引:43
作者
Gusarova, Nina K. [1 ]
Malysheva, Svetlana F. [1 ]
Kuimov, Vladimir A. [1 ]
Belogorlova, Nataliya A. [1 ]
Mikhailenko, Valentina L. [1 ]
Trofimov, Boris A. [1 ]
机构
[1] Russian Acad Sci, AE Favorsky Irkutsk Inst Chem, Siberian Branch, Irkutsk 664033, Russia
基金
俄罗斯基础研究基金会;
关键词
D O I
10.1016/j.mencom.2008.09.011
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Phosphine readily adds to 1-(tert-butyl)-4-vinylbenzene in the KOH-DMSO system (70-120 degrees C, 3 h, atmospheric pressure) to form bis[4-(tert-butyl)phenethyl]phosphine and tris[4-(tert-butyl)phenethyl]phosphine, which are further oxidized to corresponding phosphine oxides, sulfides and selenides.
引用
收藏
页码:260 / 261
页数:2
相关论文
共 34 条
[1]   Transition-metal-catalyzed addition of heteroatom-hydrogen bonds to alkynes [J].
Alonso, F ;
Beletskaya, IP ;
Yus, M .
CHEMICAL REVIEWS, 2004, 104 (06) :3079-3159
[2]   Nucleophilic and free-radical additions of phosphines and phosphine chalcogenides to alkenes and alkynes [J].
Arbuzova, Svetlana N. ;
Gusarova, Nina K. ;
Trofimov, Boris A. .
ARKIVOC, 2006, :12-36
[3]   Highly selective chromium-based ethylene trimerisation catalysts with bulky diphosphinoamine ligands [J].
Blann, K ;
Bollmann, A ;
Dixon, JT ;
Hess, FM ;
Killian, E ;
Maumela, H ;
Morgan, DH ;
Neveling, A ;
Otto, S ;
Overett, MJ .
CHEMICAL COMMUNICATIONS, 2005, (05) :620-621
[4]   t-BuOK-catalyzed addition phosphines to functionalized alkenes:: a convenient synthesis of polyfunctional phosphine derivatives [J].
Bunlaksananusorn, T ;
Knochel, P .
TETRAHEDRON LETTERS, 2002, 43 (33) :5817-5819
[5]   A facile, microwave-assisted, palladium-catalyzed arylation of acetone [J].
Chobanian, Harry R. ;
Liu, Ping ;
Chioda, Marc D. ;
Guo, Yan ;
Lin, Linus S. .
TETRAHEDRON LETTERS, 2007, 48 (07) :1213-1216
[6]   Multiphase systems for the recychug of alkoxycarbonylation catalysts [J].
de Pater, Jeroen J. M. ;
Deelman, Berth-Jan ;
Elsevier, Cornelis J. ;
van Koten, Gerard .
ADVANCED SYNTHESIS & CATALYSIS, 2006, 348 (12-13) :1447-1458
[7]   The phospha-Michael addition in organic synthesis [J].
Enders, D ;
Saint-Dizier, A ;
Lannou, MI ;
Lenzen, A .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2006, 2006 (01) :29-49
[8]  
Engel R., 2004, Synthesis of Carbon-Phosphorus Bonds, VSecond
[9]  
FUJITA T, 1979, SYNTHESIS-STUTTGART, P310
[10]   Preparation of a palladium dimer with a cobalt-containing bulky phosphine ligand: Its application in palladium catalyzed Suzuki reactions [J].
Gan, Ya-Huei ;
Lee, Han-Cheng ;
Hong, Fung-E. .
POLYHEDRON, 2006, 25 (18) :3555-3561