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Chlorination and oxidation of 4-fluoro-5-tetrafluoroethyl-1,2-dithiole-3-thione

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Abstract

Chlorination of 4-fluoro-5-(1,1,2,2-tetrafluoroethyl)-1,2-dithiole-3-thione with an equimolar amount of chlorine or sulfuryl chloride gives 3-chlorosulfanyl-4-fluoro-5-(1,1,2,2-tetrafluoroethyl)-1,2-dithiolium chloride. The reaction of the title compound with excess chlorinating agent leads to 3,3,4,5-tetrachloro-4-fluoro-5-(1,1,2,2-tetrafluoroethyl)-1,2-dithiolane. By oxidation and oxidative imination of 4-fluoro-5-(1,1,2,2-tetrafluoroethyl)-1,2-dithiole-3-thione, the corresponding S-oxide and sulfimide were obtained, respectively.

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Authors and Affiliations

  1. Institute of Organic Chemistry, National Academy of Sciences of Ukraine, ul. Murmanskaya 5, Kiev, 02094, Ukraine

    I. N. Fesun, V. M. Timoshenko, A. N. Chernega & Yu. G. Shermolovich

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  1. I. N. Fesun
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  2. V. M. Timoshenko
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  3. A. N. Chernega
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  4. Yu. G. Shermolovich
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Original Russian Text © I.N. Fesun, V.M. Timoshenko, A.N. Chernega, Yu.G. Shermolovich, 2006, published in Zhurnal Organicheskoi Khimii, 2006, Vol. 42, No. 1. pp. 130–136.

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Fesun, I.N., Timoshenko, V.M., Chernega, A.N. et al. Chlorination and oxidation of 4-fluoro-5-tetrafluoroethyl-1,2-dithiole-3-thione. Russ J Org Chem 42, 124–130 (2006). https://doi.org/10.1134/S1070428006010192

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  • DOI: https://doi.org/10.1134/S1070428006010192

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