Dipotassium hydrogen phosphate powder catalyzed stereoselective O-vinylation of 1-(2-hydroxy-1-naphthyl)-1-ethanone

被引：17
|
作者：
Souldozi, Ali [1 ]
Ramazani, Ali [1 ]
Noshiranzadeh, Nader [1 ]
机构：
[1] Zanjan Univ, Dept Chem, Zanjan, Iran
来源：
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS | 2006年 / 181卷 / 06期
关键词：
1-(2-hydroxy-1-naphtyl)-1-ethanone; acetylenic esters; dipotassium hydrogen phosphate; triphenylphosphine; vinyltriphenylphosphonium salt;
D O I：
10.1080/10426500500326578
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 1-(2-hydroxy-1-naphtyl)-1-ethanone leads to vinyltriphenylphosphonium salts, which undergo a Michael addition reaction with a conjugate base to produce corresponding stabilized phosphorus ylides. Dipotassium hydrogen phosphate powder was found to catalyze the conversion of stabilized phosphorus ylides to dialkyl (E, Z)-2-(1-acetyl-2-naphthyl)-2-butenedioates under thermal and microwave conditions in a solventless system.
引用
收藏
页码：1271 / 1275
页数：5
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