"On-Water" Michael-Type Addition Reactions Promoted by PhSeZnCl
"On-Water" Michael-Type Addition Reactions Promoted by PhSeZnCl
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DOI：
10.1002/ejoc.201100045
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发表时间：
2011-04-01
影响因子：
2.8
通讯作者：
Santi, Claudio
中科院分区：
文献类型：
--
作者：
Battistelli, Benedetta;Lorenzo, Testaferri;Santi, Claudio
在这篇文章中，我们报告说，我们的试剂PhSeZnCl可以方便地用于影响迈克尔加成不饱和酮和缺电子炔的反应，导致合成有用的β-硒代衍生物和乙烯基硒醚，分别。反应在室温下在THF中以及在“水上”条件下进行。当加成发生在三键上时，观察到良好的立体选择性，并且在水悬浮液中反应显示出速率加速。
In this communication we report that our reagent PhSeZnCl can be conveniently used to effect Michael addition like reactions of unsaturated ketones and electron-deficient alkynes, leading to synthetically useful beta-seleno derivatives and vinyl selenides, respectively. The reactions are effected at room temperature in THF as well as under "on water" conditions. When the addition occurs on a triple bond, good stereoselectivity is observed, and the reaction shows a rate acceleration in water suspension.