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芳基新戊酸酯与硼酸的交叉偶联反应。

Cross-coupling reactions of aryl pivalates with boronic acids.

作者信息

Quasdorf Kyle W, Tian Xia, Garg Neil K

机构信息

Department of Chemistry and Biochemistry, University of California, Los Angeles, California 90095, USA.

出版信息

J Am Chem Soc. 2008 Nov 5;130(44):14422-3. doi: 10.1021/ja806244b. Epub 2008 Oct 8.

DOI:10.1021/ja806244b
PMID:18839946
Abstract

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.

摘要

酰化苯酚衍生物的首次交叉偶联已经实现。在空气稳定的镍(II)配合物存在下,易于获得的芳基新戊酸酯与芳基硼酸参与铃木-宫浦偶联反应。该过程对每种交叉偶联组分的相当大的变化具有耐受性。此外,还开发了一锅法酰化/交叉偶联序列。还证明了利用芳基新戊酸酯作为导向基团的潜力,以及分别使用钯和镍催化依次交叉偶联芳基溴化物和芳基新戊酸酯的能力。

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