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Palladium N-Heterocyclic Carbene Complexes: Synthesis from Benzimidazolium Salts and Catalytic Activity in Carbon-carbon Bond-forming Reactions
Published on: July 30, 2017
Palladium-catalyzed 2,5-diheteroarylation of 2,5-dibromothiophene derivatives
Fatma Belkessam1, Aidene Mohand2, Jean-François Soulé3
1Institut des Sciences Chimiques de Rennes, UMR 6226 CNRS-Université de Rennes, "Organométalliques: Matériaux et Catalyse", Campus de Beaulieu, 35042 Rennes, France, Tel.: 00-33-2-23-23-63-84, Fax 00-33-2-23-23-69-39 ; Département de chimie, Tizi Ouzou University, BP 17 RP 15000 Tizi-Ouzou, Algeria.
Abstract:
Conditions allowing the one pot 2,5-diheteroarylation of 2,5-dibromothiophene derivatives in the presence of palladium catalysts are reported. Using KOAc as the base, DMA as the solvent and only 0.5-2 mol % palladium catalysts, the target 2,5-diheteroarylated thiophenes were obtained in moderate to good yields and with a wide variety of heteroarenes such as thiazoles, thiophenes, furans, pyrroles, pyrazoles or isoxazoles. Moreover, sequential heteroarylation reactions allow the access to 2,5-diheteroarylated thiophenes bearing two different heteroaryl units.
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