Rhodium-catalyzed alkylthio exchange reaction of thioester and disulfide

M Arisawa, T Kubota, M Yamaguchi

Index: Arisawa, Mieko; Kubota, Tomohiro; Yamaguchi, Masahiko Tetrahedron Letters, 2008 , vol. 49, # 12 p. 1975 - 1978

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Citation Number: 20

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.