Cross-Coupling Reactions of Aryl Pivalates with Boronic Acids

Cross-Coupling Reactions of Aryl Pivalates with Boronic Acids
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DOI:
10.1021/ja806244b
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发表时间:
2008-11-05
影响因子:
15
通讯作者:
Garg, Neil K.
Garg, Neil K.
中科院分区:
化学1区
文献类型:
--
作者:
Quasdorf, Kyle W.;Tian, Xia;Garg, Neil K.

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首次实现了酰化苯酚衍生物的交叉偶联。在空气中稳定的镍(II)配合物的存在下,容易获得的芳基新戊酸酯参与铃木-宫浦耦合与芳基硼酸。该过程容许每个交叉耦合组件中的相当大的变化。此外,一锅酰化/交叉偶联序列已被开发。利用新戊酸芳基酯作为导向基团的潜力也已经被证明,沿着的能力是分别使用钯和镍催化剂依次交叉偶联芳基溴和新戊酸芳基酯。
The first cross-coupling of acylated phenol derivatives has been achieved. In the presence of an air-stable Ni(II) complex, readily accessible aryl pivalates participate in the Suzuki-Miyaura coupling with arylboronic acids. The process is tolerant of considerable variation in each of the cross-coupling components. In addition, a one-pot acylation/cross-coupling sequence has been developed. The potential to utilize an aryl pivalate as a directing group has also been demonstrated, along with the ability to sequentially cross-couple an aryl bromide followed by an aryl pivalate, using palladium and nickel catalysis, respectively.