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Communication | Special issue | Vol 44, No. 1, 1997, pp.61-66
Published online, 1st January, 1970
DOI: 10.3987/COM-95-S1
Simple Procedure for the Synthesis of 2,5-Bis(silylated) Thiophene S-Oxides with m-Chloroperbenzoic Acid in the Presence of BF3(Et2O)

Naomichi Furukawa,* Shaozhong Zhang, Soichi Sato, and Masato Higaki

*Tsukuba Advanced Research Alliance Center, Department of Chemistry, University of Tsukuba, Tsukuba, Ibaraki 305, Japan

Abstract

Oxidation of 2,5-bis(silyl)thiophenes (1) with m-chloroperbenzoic acid (m-CPBA) in the presence of BF3(Et2O) gave the corresponding S-oxides (2) in moderate yields, while, without BF3(Et2O), the oxidation gave solely the corresponding thiophene S-dioxides (3) and no S-oxide was obtained at all. This procedure was successfully applied to the synthesis of other 2,5-bis-substituted thiophene monooxides.