"On-Water" Michael-Type Addition Reactions Promoted by PhSeZnCl

被引：38
作者：
Battistelli, Benedetta [1 ]
Lorenzo, Testaferri [1 ]
Tiecco, Marcello [1 ]
Santi, Claudio [1 ]
机构：
[1] Univ Perugia, Dipartimento Chim & Tecnol Farmaco, I-06123 Perugia, Italy
来源：
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2011年 / 2011卷 / 10期
关键词：
Selenium; Zinc; Michael addition; Water chemistry; Nucleophilic addition; CONJUGATED ALKENES; HYDROSELENATION; BENZENESELENOL; CHEMISTRY; CLEAVAGE; GREEN;
D O I：
10.1002/ejoc.201100045
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
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.
引用
收藏
页码：1848 / 1851
页数：4
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