Dipotassium-hydrogen-phosphate-powder-catalyzed stereoselective C-vinylation of diphenylacetonitril

被引：24

作者：

Ramazani, A ^{[1
]}

Souldozi, A ^{[1
]}

机构：

[1] Zanjan Univ, Dept Chem, Zanjan, Iran

来源：

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS | 2005年 / 180卷 / 12期

关键词：

acetylenic esters; diphenylacetonitril; dipotassium hydrogen phosphate; triphenylphosphine; vinyltriphenylphosphonium salt;

D O I：

10.1080/104265090968299

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Protonation of the highly reactive 1:1 intermediates, produced in the reaction, between triphenylphosphine and dialkyl acetylenedicarboxylates by diphenylacetonitril, leads to the vinyltriphenylphosphonium. salts, which undergo a Michael addition, reaction with a conjugate base to produce the corresponding stabilized phosphorus ylides. Dipotassium hydrogen phosphate powder was found to catalyze the conversion of the stabilized phosphorus ylides to dialkyl(Z)-2-[cyano (diphenyl)methyl]-2-butenedioates under thermal and microwave conditions in a solventless system.

引用

页码：2801 / 2804

页数：4

共 5 条

[1]

Cadogan J. I. G., 1979, Organophosphorus Reagents in Organic Synthesis

[2] Conversion of in situ generated stabilized phosphorus ylides to chromene derivatives in solvent-free conditions [J].