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

TETRAHEDRON LETTERS

卷:58

Article

Boyaala, Rabab^1,2  Touzani, Rachid^2,3  Guerchais, Veronique¹  Soule, Jean-Francois¹  Doucet, Henri¹ 

[1] Univ Rennes, CNRS, Inst Sci Chim Rennes, UMR 6226,Organometall Mat & Catalyse, Campus Beaulieu, F-35042 Rennes, France

[2] Univ Mohamed Premier, Fac Sci, LCAE, Oujda, Morocco

[3] Univ Mohammed Premier, Fac Pluridisciplinaire Nador, BP 300, Selouane 62700, Nador, Morocco

关键词: 2-Arylpyridine;    C-H activation;    Catalysis;    Fluorinated molecules;    Palladium;   

DOI  :  10.1016/j.tetlet.2017.06.075

来源: Elsevier

【 摘 要 】

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. (C) 2017 Elsevier Ltd. All rights reserved.

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