Four-component synthesis of dialkyl 2-(1,3-dioxo-1,3-dihydro-2H-inden-2-yliden)-3-(2,2,2-trifluoroethoxy)succinates from triphenylphosphine, acetylenic esters, 2,2,2-trifluoroethanol, and ninhydrin

被引：28

作者：

Ramazani, A

Kazemizadeh, AR

Ahmadi, E

机构：

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

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

来源：

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS | 2005年 / 180卷 / 08期

关键词：

2,2,2-trifluoroethanol; acetylenic ester; intermolecular Wittig reaction; ninhydrin; triphenylphosphine;

D O I：

10.1080/104265090888405

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 2,2,2-trifluoroethanol, leads to uinyltriphenylphosphonium salts, which undergo Michael addition reaction with conjugate base to produce the corresponding fluorine-containing stabilized phosphorus ylides. Intermolecular Wittig reaction of the flaorine-containing stabilized phosphorus ylides with ninhydrin leads to the corresponding highly electron-poor fluorine-containing alkenes.

引用

页码：1781 / 1784

页数：4

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