Palladium‐Catalyzed Arylation of Arylboronic Acids with Yagupolskii–Umemoto Reagents |
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Authors: | Shi‐Meng Wang Xiao‐Yan Wang Prof Dr Hua‐Li Qin Prof Dr Cheng‐Pan Zhang |
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Institution: | School of Chemistry, Chemical Engineering and Life Science, Wuhan University of Technology, Wuhan, P. R. China |
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Abstract: | 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 Ar1Ar2SCF3]+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. |
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Keywords: | arenes cross-coupling fluorine sulfur synthetic methods |
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