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Electrophilic substitution reactions using an electrogenerated ArS(ArSSAr)+ cation pool as an ArS+ equivalent
Authors:Kouichi Matsumoto  Yuki Kozuki  Yosuke Ashikari  Seiji Suga  Shigenori Kashimura  Jun-ichi Yoshida
Institution:1. Faculty of Science and Engineering, Kinki University, 3-4-1 Kowakae, Higashi-osaka, Osaka 577-8502, Japan;2. Division of Chemistry and Biochemistry, Graduate School of Natural Science and Technology, Okayama University, 3-1-1 Tsushima-naka, Kita-ku, Okayama 700-8530, Japan;3. Department of Synthetic Chemistry and Biological Chemistry, Graduate School of Engineering, Kyoto University, Nishikyo-ku, Kyoto 615-8510, Japan
Abstract:Arylbis(arylthio)sulfonium ions (ArS(ArSSAr)+), which were generated and accumulated by the low-temperature electrolysis of diaryl disulfide (ArSSAr), were found to serve as ArS+ equivalent in electrophilic substitution reactions of aromatic compounds, enolizable ketones, enol acetates, ketene silyl acetals and allylsilanes to give the corresponding arylthiolated products.
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