Metal-free direct nucleophilic perfluoroalkylthiolation with perfluoroalkanesulfenamides - Archive ouverte HAL
Article Dans Une Revue Asian Journal of Organic Chemistry Année : 2016

Metal-free direct nucleophilic perfluoroalkylthiolation with perfluoroalkanesulfenamides

Résumé

We report herein a practical method to generate CF3S− and RFS− anions in situ from shelf-stable reagents, which were initially designed for electrophilic reactions. With an “iodide activation” step, these in situ released anions can directly participate in metal-free nucleophilic substitution reactions with the loss of various leaving groups. Our method is compatible with various functional groups and provides good yields. With this strategy, the first direct nucleophilic perfluoroalkylthiolation reactions have been described.

Dates et versions

hal-01313903 , version 1 (10-05-2016)

Identifiants

Citer

Quentin Glenadel, Mathieu Bordy, Sébastien Azalet, Anis Tlili, Thierry Billard. Metal-free direct nucleophilic perfluoroalkylthiolation with perfluoroalkanesulfenamides. Asian Journal of Organic Chemistry, 2016, 5 (3), pp.428-433. ⟨10.1002/ajoc.201600003⟩. ⟨hal-01313903⟩
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