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钯催化α-氧代羧酸与四氟硼酸芳基重氮盐的无配体脱羧偶联反应:一种制备不对称二芳基酮的方法。

Palladium-Catalyzed Ligand-Free Decarboxylative Coupling of α- Oxocarboxylic Acid with Aryl Diazonium Tetrafluoroborate: An Access to Unsymmetrical Diaryl Ketones.

作者信息

Panja Subir, Maity Pintu, Ranu Brindaban C

机构信息

Department of Organic Chemistry , Indian Association for the Cultivation of Science , Jadavpur, Kolkata - 700032 , India.

出版信息

J Org Chem. 2018 Oct 19;83(20):12609-12618. doi: 10.1021/acs.joc.8b01922. Epub 2018 Oct 4.

Abstract

Diaryl ketones are of much importance in organic synthesis as versatile intermediates and in industry for their useful properties. A mild and efficient palladium-catalyzed traditional ligand-free decarboxylative coupling of aryl α-keto carboxylic acid with aryl diazonium fluoroborate has been developed. A series of unsymmetrical diaryl ketones has been synthesized in moderate to good yields using this procedure. A radical pathway involving the acyl radical has been suggested.

摘要

二芳基酮在有机合成中作为通用中间体非常重要,并且因其有用的性质在工业上也很重要。已经开发出一种温和且高效的钯催化的、传统的无配体芳基α-酮羧酸与芳基氟硼酸重氮盐的脱羧偶联反应。使用该方法以中等至良好的产率合成了一系列不对称二芳基酮。有人提出了一种涉及酰基自由基的自由基途径。

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