Fluoro-substituted ketones from nitriles using acidic and basic reaction conditions

TETRAHEDRON LETTERS

卷:52

Article

Raja, Erum K.¹  Klumpp, Douglas A.¹ 

[1] No Illinois Univ, Dept Chem & Biochem, De Kalb, IL 60115 USA

关键词: Houben-Hoesch reaction;    Superacid;    Nitrilium ion;    Organofluorine;   

DOI  :  10.1016/j.tetlet.2011.07.125

来源: Elsevier

【 摘 要 】

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. (C) 2011 Elsevier Ltd. All rights reserved.

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