Cross-Coupling Reactions of Aryl Pivalates with Boronic Acids
Journal of the American Chemical Society2008Vol. 130(44), pp. 14422–14423
Citations Over TimeTop 1% of 2008 papers
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.
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