Fe-Catalyzed Nucleophilic Activation of C鈥揝i versus Allylic C鈥揙 Bonds: Catalytic Trifluoromethylation of Carbonyl Groups versus Tandem Trifluormethylation鈥揂llylation of Olefins

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• 作者：Johannes E. M. N. Klein ; Susanne Rommel ; Bernd Plietker
• 刊名：Organometallics
• 出版年：2014
• 出版时间：October 27, 2014
• 年：2014
• 卷：33
• 期：20
• 页码：5802-5810
• 全文大小：494K
• ISSN：1520-6041

文摘

The nucleophilic ferrate salt Bu₄N[Fe(CO)₃(NO)] (TBA[Fe]) is able to catalyze the direct trifluoromethylation of aldehydes and ketones using Me₃SiCF₃ as a trifluoromethylating agent. Interception of the C鈥揝i 蟽-bond activation using allylic acetates allows for a tandem trifluoromethylation鈥揳llylation of electron-deficient olefins. The higher activity of acetate in the C鈥揝i bond activation and the selective Fe-catalyzed activation of the allylic acetate are prerequisites for this unprecedented three-component coupling reaction.