Metallation regioselective en serie pyridinique: Synthese originale d'amino-2 aroyl-3 pyridines |
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Authors: | Timur Güngör Francis Marsais Guy Queguiner |
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Institution: | Laboratoire de Chimie Organique Hétérocyclique, Institut National Supérieur de Chimie Industrielle de Rouen et Faculté des Sciences et des Techniques, 76130 Mont Saint Aignan France |
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Abstract: | Lithium diisopropylamide reacts with 2-fluoropyridine at low temperature: regioselectivity is excellent and metallation occurs without side reactions such as nucleophilic attack. 2-Fluoro-3-lithiopyridine is formed and with aldehydes it gives the corresponding fluorinated alcohols which are then selectively oxidized. Halogen substitution using amines leads to various 3-oxoalkyl- or 3-aroyl-2-aminopyridines. |
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