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Effect of acid catalysis on the direct electrophilic fluorination of ketones, ketals, and enamides using Selectfluor™

…, D Powell, H Yang, Z Liu, C Walpole, E Roberts…

文献索引:Liu, Jack; Chan, Johann; Bryant, Craig M.; Duspara, Petar A.; Lee, Ernest E.; Powell, David; Yang, Hua; Liu, Ziping; Walpole, Chris; Roberts, Edward; Batey, Robert A. Tetrahedron Letters, 2012 , vol. 53, # 24 p. 2971 - 2975

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被引用次数: 14

摘要

The fluorination of ketones, ketals, and enamides has been achieved using the electrophilic fluorinating reagent Selectfluor™(F-TEDA-BF4). For the reactions of ketones and ketals the use of sulfuric acid (0.1 equiv) as an additive was found to facilitate the reaction leading to more rapid product formation. This behavior is analogous to the known effects of acid catalysis on the bromination of ketones. The reactions were generally quite selective ...