钯催化的 2,5-二溴噻吩衍生物的 2,5-双杂芳基化反应。
Palladium-catalyzed 2,5-diheteroarylation of 2,5-dibromothiophene derivatives.
机构信息
Institut 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.
Département de chimie, Tizi Ouzou University, BP 17 RP 15000 Tizi-Ouzou, Algeria.
出版信息
Beilstein J Org Chem. 2014 Dec 9;10:2912-9. doi: 10.3762/bjoc.10.309. eCollection 2014.
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.
本文报道了钯催化 2,5-二溴噻吩衍生物一锅法 2,5-二杂芳基化反应的条件。在 KOAc 作为碱、DMA 作为溶剂和仅 0.5-2 mol%钯催化剂的存在下，以中等至良好的收率得到了目标 2,5-二杂芳基噻吩，具有广泛的杂芳基，如噻唑、噻吩、呋喃、吡咯、吡唑或异恶唑。此外，顺序杂芳基化反应可以得到带有两个不同杂芳基单元的 2,5-二杂芳基噻吩。
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