Phosphane-free Suzuki-Miyaura Coupling of Aryl Imidazolesulfonates with Arylboronic Acids and Potassium Aryltrifluoroborates under Aqueous Conditions

Phosphane-free Suzuki-Miyaura Coupling of Aryl Imidazolesulfonates with Arylboronic Acids and Potassium Aryltrifluoroborates under Aqueous Conditions
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DOI:
10.1246/cl.2011.907
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发表时间:
2011-09-05
期刊:
影响因子:
1.6
通讯作者:
Najera, Carmen
Najera, Carmen
中科院分区:
化学4区
文献类型:
--
作者:
Francisco Civicos, Jose;Gholinejad, Mohammad;Najera, Carmen

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芳基咪唑-1-磺酸酯在110 ℃的水性条件下仅使用0.5mol%的肟钯环1就与芳基硼酸和芳基三氟硼酸钾有效地交叉偶联。在这些简单的无膦反应条件下,已经以高产率制备了广泛的联芳基衍生物。该方法允许原位苯酚磺化和一锅Suzuki芳基化以及采用微波辐射条件。
Aryl imidazole-1-sulfonates are efficiently cross-coupled with arylboronic acids and potassium aryltrifluoroborates using only 0.5 mol % of oxime palladacycles 1 under aqueous conditions at 110 degrees C. Under these simple phosphane-free reaction conditions a wide array of biaryl derivatives has been prepared in high yields. This methodology allows in situ phenol sulfonation and one-pot Suzuki arylation as well as the employment of microwave irradiation conditions.