Rhodium-catalyzed cleavage reaction of aryl methyl ethers with thioesters |
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Authors: | Arisawa Mieko Nihei Yuri Suzuki Takaaki Yamaguchi Masahiko |
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Institution: | Department of Organic Chemistry, Graduate School of Pharmaceutical Sciences, Tohoku University, Aoba, Sendai, 980-8578, Japan. arisawa@m.tohoku.ac.jp |
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Abstract: | A rhodium complex catalyzed the reaction of aryl methyl ethers and thioesters giving the corresponding aryl esters and methyl sulfides. S-(p-Chlorophenyl) p-(dimethylamino)benzothioate was used for the reaction of methyl aryl ethers with electron-withdrawing groups, and an S-(p-tolyl) derivative was used for those with electron-donating groups. Polymethoxybenzenes were converted to the esters in a regioselective manner. |
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