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Photoredox Michael addition of phenylmalononitrile onto α,β-unsaturated carboxylic acid
Tetrahedron Letters ( IF 1.5 ) Pub Date : 2020-03-10 , DOI: 10.1016/j.tetlet.2020.151824
Toshiya Hirahama , Misaki Umezawa , Mitsuru Shoji

We report a methodology to achieve the direct Michael addition of 2-phenylmalononitrile onto α,β-unsaturated carbonyl compounds through a visible-light-induced photoredox reaction. A radical species, generated from the Michael nucleophile under blue-light irradiation in the presence of an acridinium catalyst, could connect to the β-carbon of the carbonyl substrate, to furnish γ, γ -dicyanocarboxylic acid derivatives in good yields.



中文翻译:

苯丙二腈在α,β-不饱和羧酸上的光氧化还原迈克尔加成

我们报告了一种方法,通过可见光诱导的光氧化还原反应,将2-苯基丙二腈直接加成至α,β-不饱和羰基化合物上。在a啶催化剂存在下在蓝光照射下由迈克尔亲核试剂产生的自由基物种可以连接到羰基底物的β-碳上,从而以高收率提供γ,γ-二氰基羧酸衍生物。

更新日期:2020-03-12
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