Directed Palladium Catalyzed C–H (Ethoxycarbonyl)difluoromethylthiolation Reactions. - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue Chemistry - A European Journal Année : 2022

Directed Palladium Catalyzed C–H (Ethoxycarbonyl)difluoromethylthiolation Reactions.

Résumé

The unprecedented Pd-catalyzed (ethoxycarbonyl)difluoromethylthiolation reaction of various unsaturated derivatives was studied. In the presence of the (ethoxycarbonyl)difluoromethylsulfenamide reagent I and under mild reaction conditions (60 °C), both 2-(hetero)aryl and 2-(a-aryl-vinyl)pyridine derivatives were smoothly functionalized with this methodology (37 examples, up to 87% yield). Moreover, the synthetic interest of this fluorinated moiety was further showcased by its conversion into various original fluorinated residues. Finally, a plausible mechanism for this transformation was suggested.
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Dates et versions

hal-03744735 , version 1 (03-08-2022)

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Floriane Doche, Julien Escudero, Fabien Petit-Cancelier, Heng-Ying Xiong, Samuel Couve-Bonnaire, et al.. Directed Palladium Catalyzed C–H (Ethoxycarbonyl)difluoromethylthiolation Reactions.. Chemistry - A European Journal, In press, ⟨10.1002/chem.202202099⟩. ⟨hal-03744735⟩
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