Aqueous Ammonia as a New Activator for Sonogashira Coupling.
Aqueous Ammonia as a New Activator for Sonogashira Coupling.
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氨水作为 Sonogashira 偶联的新活化剂。
DOI：
10.1002/chin.200521061
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发表时间：
2005
期刊：
影响因子：
--
通讯作者：
A. Mori
中科院分区：
文献类型：
--
作者：
M. M. Ahmed;A. Sekiguchi;K. Masui;A. Mori
Sonogashira偶联反应是末端炔与有机卤化物的偶联反应，以稀氨水作为活化剂进行。几种末端炔和芳基碘在少量过量氨水存在下在室温下的反应以良好至优异的产率纯化了交叉偶联产物。具有高沸点的水溶性胺可替代地用于在较高温度下的反应。在一氧化碳存在下，在室温和常压下进行相关的偶联反应，有效地得到α，β-炔基酮。
Sonogashira coupling, which is a coupling reaction of terminal alkynes with organic halides, takes place with dilute aqueous ammonia as an activator. The reaction of several terminal alkynes and aryl iodides in the presence of small excess of aqueous ammonia at room temperature furnishes the cross-coupling product in good-to-excellent yields. A water-soluble amine with a high boiling point is alternatively employed for reactions at higher temperatures. A related coupling reaction in the presence of carbon monoxide also proceeded at room temperature and under ambient pressure to afford α,β-alkynyl ketones efficiently.