Article Dans Une Revue Organic Letters Année : 2024

Synthesis of Pentafluorosulfanylated Ynamides and Further Functionalizations

Résumé

Herein is described the first synthesis of SF5-ynamides, versatile building blocks featuring the pentafluorosulfanyl motif. This synthesis proceeds through a two-step sequence of radical SF5-addition onto the π-system of a wide range of terminal ynamides and derivatives substituted with various nitrogen fragments followed by a dehydrochlorination reaction. A selection of downstream functionalization reactions, including nucleophilic additions, cycloadditions, and sulfur ylide synthesis, highlights the wide-ranging applications of this novel type of functionalized SF5-building block.

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hal-04975519 , version 1 (01-09-2025)

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Lucas Popek, Gauthier Lefebvre, Vincent Debrauwer, David Roubaud, Nicolas Blanchard, et al.. Synthesis of Pentafluorosulfanylated Ynamides and Further Functionalizations. Organic Letters, 2024, 26 (48), pp.10369-10375. ⟨10.1021/acs.orglett.4c03972⟩. ⟨hal-04975519⟩
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