Article Dans Une Revue European Journal of Organic Chemistry Année : 2010

Self‐Immolative Reduction of Trifluoromethyl Sulfoxides Promoted by Trifluoromethanesulfonic Anhydride

Résumé

We investigated the behavior of the extensively used system trifluoromethanesulfonic anhydride/sulfoxide in the absence of any added nucleophilic species. We show here, with the help of 19 F NMR spectroscopy, that in the case of trifluoromethyl sulfoxides this results initially in the net reduction of the sulfoxide to a sulfane. We propose a mechanism involving sulfoxide itself as the reducing agent.

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hal-05123388 , version 1 (20-06-2025)

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Yohan Macé, Jean‐claude Blazejewski, Charlotte Pradet, Emmanuel Magnier. Self‐Immolative Reduction of Trifluoromethyl Sulfoxides Promoted by Trifluoromethanesulfonic Anhydride. European Journal of Organic Chemistry, 2010, 2010 (30), pp.5772-5776. ⟨10.1002/ejoc.201001069⟩. ⟨hal-05123388⟩
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