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Palladium-Catalyzed Arylation of Arylboronic Acids with Yagupolskii-Umemoto Reagents

机译:Yagupolskii-Umemoto试剂在钯催化的芳基硼酸上的芳基化作用

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摘要

A Pd-catalyzed Suzuki cross-coupling of arylboronic acids with Yagupolskii-Umemoto reagents was explored. In contrary to trifluoromethylations, the Pd-catalyzed reaction of R-B(OH)(2) and [Ar2SCF3](+)[OTf](-) provided the arylation products (R-Ar) in good to high yields. The reaction confirms that the S-Ar bonds of [Ar2SCF3](+)[OTf](-) can be readily cleaved in the presence of Pd complexes. The relatively electron-poor aryl groups of asymmetric [(ArArSCF3)-Ar-1-S-2](+)[OTf](-) salts are more favorably transferred compared to the electron-rich ones. This reaction represents the first report of utilization of [Ar2SCF3](+)[OTf](-) as arylation reagents in organic synthesis.
机译:探索了Yadpolskii-Umemoto试剂在Pd催化下的芳基硼酸Suzuki交叉偶联反应。与三氟甲基化相反,R-B(OH)(2)和[Ar2SCF3](+)[OTf](-)的Pd催化反应可提供高收率的芳基化产物(R-Ar)。该反应证实了在Pd络合物的存在下,[Ar2SCF3](+)[OTf](-)的S-Ar键很容易被裂解。与不带电子的盐相比,不对称的[(ArArSCF3)-Ar-1-S-2](+)[OTf](-)盐的电子贫乏的芳基更易于转移。该反应代表了[Ar2SCF3](+)[OTf](-)在有机合成中用作芳基化试剂的首次报道。

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