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Carbofluorination via a palladium-catalyzed cascade reaction

Author(s): Braun, Marie-Gabrielle; Katcher, Matthew H.; Doyle, Abigail G.

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Abstract: This article demonstrates the first examples of tandem C–C and C–F bond formation for the palladium-catalyzed carbofluorination of allenes. The intramolecular Heck-fluorination cascade provides monofluoromethylated heteroarenes, an important class of products in medicinal chemistry. We also describe an intermolecular variant for the three-component coupling of allenes, aryl iodides, and AgF. Mechanistic studies indicate that C–F bond formation occurs by outer sphere attack of fluoride on an allylpalladium fluoride intermediate.
Publication Date: 4-Jan-2013
Citation: Braun, Marie-Gabrielle, Katcher, Matthew H., Doyle, Abigail G. (2013). Carbofluorination via a palladium-catalyzed cascade reaction. Chemical Science, 4 (3), 1216 - 1216. doi:10.1039/c2sc22198e
DOI: doi:10.1039/c2sc22198e
ISSN: 2041-6520
EISSN: 2041-6539
Pages: 4, 1216 - 1216
Type of Material: Journal Article
Journal/Proceeding Title: Chemical Science
Version: Final published version. Article is made available in OAR by the publisher's permission or policy.

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