Palladium-Catalysed Regioselective Sequential C-5 and C-2 Direct Arylations of 3-Acetylpyrroles with Aryl Bromides - Université de Rennes Accéder directement au contenu
Article Dans Une Revue Advanced Synthesis and Catalysis Année : 2013

Palladium-Catalysed Regioselective Sequential C-5 and C-2 Direct Arylations of 3-Acetylpyrroles with Aryl Bromides

Yijing Xu
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Yiqun Li
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Résumé

The PdCl(C3H5)(dppb)/KOAc system was found to be effective for the direct regioselective C-5 arylation of 3-acetylpyrroles with ortho-substituted aryl bromides. This procedure has been found to be tolerant to a variety of functional groups at C-2 of the aryl bromide such as methyl, formyl, nitrile, nitro, hydroxymethyl, chloro, fluoro or trifluoromethyl. The sequential direct C-5 arylation followed by C-2 arylation of such 3-substituted pyrroles allows the synthesis of 2,5-diaryl-3-acetylpyrroles in high yields.

Domaines

Catalyse

Dates et versions

hal-00879866 , version 1 (05-11-2013)

Identifiants

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Yijing Xu, Liqin Zhao, Yiqun Li, Henri Doucet. Palladium-Catalysed Regioselective Sequential C-5 and C-2 Direct Arylations of 3-Acetylpyrroles with Aryl Bromides. Advanced Synthesis and Catalysis, 2013, 355 (7), pp.1423-1432. ⟨10.1002/adsc.201300123⟩. ⟨hal-00879866⟩
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