(H+-K+)-ATPase inhibiting 2-[(2-pyridylmethyl) sulfinyl] benzimidazoles. 3. Evidence for the involvement of a sulfenic acid in their reactions

U Krueger, J Senn-Bilfinger, E Sturm…

Index: Krueger, Uwe; Senn-Bilfinger, Joerg; Sturm, Ernst; Figala, Volker; Klemm, Kurt; et al. Journal of Organic Chemistry, 1990 , vol. 55, # 13 p. 4163 - 4168

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Citation Number: 16

Abstract

The (H+-K+)-ATPase inhibiting sulfoxides la, b undergo acid-induced transformations into the cyclic sulfenamides 2a, b via the putative sulfenic acids 4a, b. At high concentrations mixtures of 2a, b and thiosulfinates 5a, b were obtained. In contrast, IC, which cannot form 2, is completely transformed under similar conditions into 5c, the anhydride of 4c. The temperature-dependent equilibrium between 2a and 5a and the kinetics of the ring ...