Palladium-Catalyzed Conjugate Addition of Arylboronic Acids to 尾,尾-Disubstituted Enones in Aqueous Media: Formation of Bis-benzylic and ortho-Substituted Benzylic Quaternary Centers

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• 作者：Ryan Van Zeeland ; Levi M. Stanley
• 刊名：ACS Catalysis
• 出版年：2015
• 出版时间：September 4, 2015
• 年：2015
• 卷：5
• 期：9
• 页码：5203-5206
• 全文大小：326K
• ISSN：2155-5435

文摘

Palladium-catalyzed conjugate addition of arylboronic acids to 尾,尾-disubstituted enones in aqueous media is reported. Additions of a wide range of arylboronic acids to 尾,尾-disubstituted enones occur to form ketone products bearing benzylic all-carbon quaternary centers. These reactions are promoted by a simple catalyst prepared from palladium trifluoracetate and 2,2鈥?bipyridine. The use of aqueous sodium trifluoracetate as the reaction medium significantly enhances reactivity and enables the formation of challenging bis-benzylic and ortho-substituted benzylic all-carbon quaternary centers.