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Reactions of p-hydroxyphenyl-1-thiolanium compounds and p-(1-thiolania)phenoxide

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Under the influence of bases p-hydroxyphenyl-1-thiolanium salts readily form compounds with the participation of the p-(1-thiolania)phenoxide zwitterion, including oligomers with an -S-(CH2)4-OC6H4- cell but with a terminal group with an unopened thiolanium ring. The terminal group is opened under the influence of amines to give an amino sulfide residue. A trissulfonium salt, viz., 1,1′-bis(p-hydroxyphenyl) (1″-thiolaniaphenoxide)dithiolanium diperchlorate, was also obtained with the participation of the indicated zwitterion, and its properties and reaction were studied. It is shown that, despite the previously adopted opinion, p-hydroxyphenylthiobutylpiperidinium salts are not intermediates in the reaction of p-hydroxyphenylthiolanium salts with amines, which leads to the formation of amino sulfides.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 322–328, March, 1983.

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Karaulova, E.N., Barykina, L.R., Bobruiskaya, T.S. et al. Reactions of p-hydroxyphenyl-1-thiolanium compounds and p-(1-thiolania)phenoxide. Chem Heterocycl Compd 19, 259–265 (1983). https://doi.org/10.1007/BF00513255

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  • DOI: https://doi.org/10.1007/BF00513255

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