Rhodium-catalyzed alkylthio exchange reaction of thioester and disulfide |
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Authors: | Mieko Arisawa Masahiko Yamaguchi |
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Affiliation: | a Department of Organic Chemistry, Graduate School of Pharmaceutical Sciences, Tohoku University, Aoba, Sendai 980-8578, Japan b WPI Advanced Institute for Materials Research, Tohoku University, Aoba, Sendai, Japan |
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Abstract: | The Wilkinson complex RhCl(PPh3)3 catalyzes equilibrating alkylthio exchange reaction of thioesters with disulfides. The treatment of a thioester and a dialkyl disulfide in refluxing diethyl ketone in the presence of RhCl(PPh3)3 (2.5 mol %) for 1.5 h gave an alkylthio exchanged thioester. The reaction of S-methyl ester was conducted shifting the equilibrium by removing volatile dimethyl disulfide. |
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