Decarboxylative Anti-Michael Addition to Olefins Mediated by Photoredox Catalysis
Decarboxylative Anti-Michael Addition to Olefins Mediated by Photoredox Catalysis
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DOI：
10.1021/acs.orglett.6b01712
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发表时间：
2016-07-15
期刊：
影响因子：
5.2
通讯作者：
Sparling, Brian A.
中科院分区：
文献类型：
--
作者：
Lovett, Gabrielle H.;Sparling, Brian A.
使用可见光光氧化还原催化已经完成了羧酸与活化烯烃的脱羧偶联。在烯烃组分的β位上战略性地放置自由基稳定芳族基团会偏向加成的区域选择性，从而可以从容易获得的前体中可靠、轻松地获得反迈克尔型产物。该方法的范围通过一系列羧酸和适当取代的烯烃得到证明，并应用于抗心律失常药物恩卡尼的两步合成。
Decarboxylative coupling of carboxylic acids with activated olefins has been accomplished using visible light photoredox catalysis. The strategic placement of a radical stabilizing aromatic group at the beta-position of the olefin component biases the regioselectivity of the addition, allowing reliable, facile access to anti-Michael-type products from readily available precursors. The scope of this methodology was demonstrated with a range of carboxylic acids and appropriately substituted olefins and was applied toward a two-step synthesis of the antiarrhythmic agent encainide.