Decarboxylative Anti-Michael Addition to Olefins Mediated by Photoredox Catalysis

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• 作者：Gabrielle H. Lovett ; Brian A. Sparling
• 刊名：Organic Letters
• 出版年：2016
• 出版时间：July 15, 2016
• 年：2016
• 卷：18
• 期：14
• 页码：3494-3497
• 全文大小：369K
• 年卷期：0
• ISSN：1523-7052

文摘

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 β-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.