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Synthesis of Vinylsulfanyl-Substitued Polyfluorobenzenes from Perfluorotoluene

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Abstract

The reaction of octafluorotoluene in DMF with vinylthiolate ion generated from divinyl sulfide by the action of sodium in liquid ammonia afforded 2,3,5,6-tetrafluoro-4-trifluoromethylaniline, 3,6-difluoro-4-trifluoromethyl-1,2,5-tris(vinylsulfanyl)benzene, and 3,6-difluoro-N, N-dimethyl-4-trifluoromethyl-2,5-bis-(vinylsulfanyl)aniline. Under the same conditions, 2,3,5,6-tetrafluoro-4-trifluoromethylaniline gave rise to 3,6-difluoro-4-trifluoromethyl-2,5-bis(vinylsulfanyl)aniline.

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Translated from Zhurnal Organicheskoi Khimii, Vol. 41, No. 3, 2005, pp. 411–414.

Original Russian Text Copyright © 2005 by Amosova, Gavrilova, Afonin.

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Amosova, S.V., Gavrilova, G.M. & Afonin, A.V. Synthesis of Vinylsulfanyl-Substitued Polyfluorobenzenes from Perfluorotoluene. Russ J Org Chem 41, 402–405 (2005). https://doi.org/10.1007/s11178-005-0178-y

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  • DOI: https://doi.org/10.1007/s11178-005-0178-y

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