Cross-coupling reactions of aryl pivalates with boronic acids |
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Authors: | Quasdorf Kyle W Tian Xia Garg Neil K |
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Institution: | Department of Chemistry and Biochemistry, University of California, Los Angeles, California 90095, USA. |
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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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