Palladium-catalyzed cross-coupling reactions of heterocyclic silanolates with substituted aryl iodides and bromides
Palladium-catalyzed cross-coupling reactions of heterocyclic silanolates with substituted aryl iodides and bromides
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DOI：
10.1021/ol053165r
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发表时间：
2006-02-16
期刊：
影响因子：
5.2
通讯作者：
Baird, JD
中科院分区：
文献类型：
--
作者：
Denmark, SE;Baird, JD
由杂环硅烷醇衍生的硅烷醇钠在温和条件下与各种芳香族碘化物和溴化物发生交叉偶联。在室温至50 ℃下，在Pd-2（dba）（3）中心点CHCl 3的作用下，硅烷醇与等量氢化钠在甲苯中原位脱质子化生成钠盐，该钠盐与碘化物偶联，产率良好。芳香族溴化物也在Pd（I）催化剂12的作用下与那些盐偶联。
Sodium silanolates derived from a number of heterocyclic silanols undergo cross-coupling with a variety of aromatic iodides and bromides under mild conditions. In situ deprotonation of the silanols with an equivalent amount of sodium hydride in toluene generates the sodium salt that couples with iodides under the action of Pd-2(dba)(3)center dot CHCl3 in good yield at room temperature to 50 C. The aromatic bromides also couple with those salts under the action of the Pd(I) catalyst 12.