Evidence and exploitation of dicationic ammonium–nitrilium superelectrophiles: direct synthesis of unsaturated piperidinones

International audienceExploiting superacid activation, the reactivity of aminonitriles was enhanced through the transient formation of highly reactive ammonium–nitrilium superelectrophiles. Demonstrated by using in situ low-temperature NMR experiments and confirmed by X-ray diffraction analysis, these dications can be intramolecularly trapped by non-activated alkenes to generate unsaturated piperidinones, including enantioenriched ones, in a straightforward way

Superelectrophilic activation in superacid HF/SbF5: Expanding molecular diversity in nitrogen-containing compounds series by fluorination

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Direct Superacid‐Promoted Difluoroethylation of Aromatics

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Evidence and exploitation of dicationic ammonium–nitrilium superelectrophiles: direct synthesis of unsaturated piperidinones

Exploiting superacid activation, the reactivity of aminonitriles was enhanced through the transient formation of highly reactive ammonium–nitrilium superelectrophiles.</p

Superelectrophilic Csp 3 –H bond fluorination of aliphatic amines in superacid: the striking role of ammonium–carbenium dications

International audienceThe superacid-promoted electrophilic Csp3–H bond activation of aliphatic amines generates superelectrophilic species that can be subsequently fluorinated. Demonstrated by low-temperature in situ NMR experiments, the ammonium–carbenium dications, crucial for this reaction, can also react with C–H bonds opening future synthesis perspectives for this mode of activation

Enantioselective Organocatalysis and Superacid Activation: Challenges and Opportunities

International audienceSince the pioneer reports of Akiyama and Terada groups on Brønsted acid organocatalysis, this field never stopped growing with the development of ingenious strategies for the activation of challenging poorly reactive substrates. The development of superacidic organocatalysts is an important way to selectively functionalize reluctant electrophiles and other approaches have also emerged such as the combination of Lewis and Brønsted acids as well as the consecutive organocatalysis and superacid activation. This concept aims to highlight these different strategies and demonstrate their complementarity