Palladium‐Catalyzed Arylation of Arylboronic Acids with Yagupolskii–Umemoto Reagents

作者：Shi‐Meng Wang, Xiaoyan Wang, Hua‐Li Qin, Cheng‐Pan Zhang · 发表于：Chemistry - A European Journal · 年份：2016 · DOI：10.1002/chem.201600991 · 被引用次数：69 · 研究领域：Fluorine in Organic Chemistry、Inorganic Fluorides and Related Compounds、Catalytic Cross-Coupling Reactions

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 [Ar2 SCF3 ](+) [OTf](-) provided the arylation products (R-Ar) in good to high yields. The reaction confirms that the S-Ar bonds of [Ar2 SCF3 ](+) [OTf](-) can be readily cleaved in the presence of Pd complexes. The relatively electron-poor aryl groups of asymmetric [Ar(1) Ar(2) SCF3 ](+) [OTf](-) salts are more favorably transferred compared to the electron-rich ones. This reaction represents the first report of utilization of [Ar2 SCF3 ](+) [OTf](-) as arylation reagents in organic synthesis.