Phosphine-free palladium-catalysed direct C2-arylation of benzothiophenes with aryl bromides

TETRAHEDRON

卷:69

Article

Zhao, Liqin¹  Bruneau, Christian¹  Doucet, Henri¹ 

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

关键词: Palladium;    Catalysis;    C-H bond functionalisation;    Benzothiophenes;    Aryl bromides;   

DOI  :  10.1016/j.tet.2013.06.037

来源: Elsevier

【 摘 要 】

Ligand-free Pd(OAc)(2) was found to catalyse very efficiently the direct C2-arylation of benzothiophene derivatives under low catalyst concentration. The reaction can be performed employing as little as 0.5-0.1 mol % catalyst with electron-deficient and some electron-rich aryl bromides. The presence of a methyl or a formyl substituent at C3 of benzothiophene has a minor influence on the reactivity, and even a bromo substituents at C3 is tolerated. A wide variety of functional groups on the aryl bromide, such as nitrile, nitro, acetyl, formyl, ester, chloro, fluoro or trifluoromethyl has been employed. (C) 2013 Elsevier Ltd. All rights reserved.

【 授权许可】

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