Thiophene S-oxides: convenient preparation, first complete structural characterization and unexpected dimerization of one of them, 2, 5-diphenylthiophene-1-oxide

P Pouzet, I Erdelmeier, D Ginderow…

Index: Pouzet, Pascale; Erdelmeier, Irene; Ginderow, Daria; Mornon, Jean-Paul; Dansette, Patrick; Mansuy, Daniel Journal of the Chemical Society, Chemical Communications, 1995 , # 4 p. 473 - 474

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Citation Number: 35

Abstract

Oxidation of 2, 5-disubstituted thiophenes and benzothiophenes by H2O2 in CF3CO2H– CH2Cl2 appears a convenient method to access the corresponding reactive sulfoxides; it is used to prepare 2, 5-diphenylthiophene-1-oxide, which is the first thiophene oxide to be fully structurally characterised crystallographically and the nonplanar structure of the thiophene ring is established; formation of an unexpected dehydrogenated dimer of this sulfoxide is ...