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Synthesis of 2-(fluorinated aryl)pyridine derivatives via palladium-catalyzed C–H bond arylation of fluorobenzenes using 2-halopyridines as aryl sources

Abstract : We report herein on palladium-catalyzed direct arylation of (poly)fluorobenzene derivatives in the presence of 2-halopyridines for the one-step synthesis of 2-[(poly)fluorinated aryl]pyridine derivatives. The reactivity of 2-bromopyridines strongly dependents on its substituents at C6 position. The reaction proceeds nicely using a diphosphine palladium catalyst, and potassium pivalate/dimethylacetamide (PivOK/DMA) as catalytic system. The reaction was regioselective and occurred at the ortho-position of fluorine atoms.
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https://hal-univ-rennes1.archives-ouvertes.fr/hal-01581219
Contributor : Laurent Jonchère <>
Submitted on : Wednesday, September 13, 2017 - 3:48:26 PM
Last modification on : Friday, July 10, 2020 - 4:05:49 PM
Long-term archiving on: : Thursday, December 14, 2017 - 3:19:56 PM

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R. Boyaala, R. Touzani, V. Guerchais, Jean-François Soulé, H. Doucet. Synthesis of 2-(fluorinated aryl)pyridine derivatives via palladium-catalyzed C–H bond arylation of fluorobenzenes using 2-halopyridines as aryl sources. Tetrahedron Letters, Elsevier, 2017, 58 (33), pp.3205-3208. ⟨10.1016/j.tetlet.2017.06.075⟩. ⟨hal-01581219⟩

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