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

R. Boyaala; R. Touzani; V. Guerchais; Jean-François Soulé; H. Doucet

doi:10.1016/j.tetlet.2017.06.075

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

R. Boyaala ^{1, 2} R. Touzani ¹ V. Guerchais ² Jean-François Soulé ² H. Doucet ²

1 LCAE-URAC18 - Laboratoire de Chimie Appliquée et Environnement

2 ISCR - Institut des Sciences Chimiques de Rennes

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.

Keywords : 2-Arylpyridine Fluorinated molecules Palladium Catalysis C–H activation

Type de document :

Article dans une revue

Tetrahedron Letters, Elsevier, 2017, 58 (33), pp.3205-3208. 〈10.1016/j.tetlet.2017.06.075〉

Domaine :

Chimie / Chimie organique

Chimie / Catalyse

Liste complète des métadonnées

https://hal-univ-rennes1.archives-ouvertes.fr/hal-01581219
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Dernière modification le : samedi 22 décembre 2018 - 19:34:27
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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

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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

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90

30