Fluoro-substituted ketones from nitriles using acidic and basic reaction conditions |
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Authors: | Raja Erum Klumpp Douglas A |
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Affiliation: | Department of Chemistry and Biochemistry, Northern Illinois University, DeKalb, IL 60115, United States |
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Abstract: | Fluoro-substituted aliphatic nitriles are shown to undergo the Houben-Hoesch reactions with arenes in CF3SO3H to give fluoro-substituted ketones in good yields. The fluorine substituents appear to enhance the reactivities of the nitriles (and the nitrilium ion intermediates) compared to similar aliphatic nitriles. Fluoro-substituted ketones are also shown to be accessible through the reactions of organometallic reagents and fluoro-substituted nitriles. |
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Keywords: | Houben-Hoesch reaction Superacid Nitrilium ion Organofluorine |
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