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Article Dans Une Revue Chemical Communications Année : 2021

C–H Electrophilic (phenylsulfonyl)difluoromethylation of (hetero)arenes with a newly designed reagent

Résumé

The synthesis of an original electrophilic difluoromethylating reagent was successfully achieved upon a straightforward protocol (3 steps). Like a Swiss army knife, this bench-stable reagent allowed the functionalization of various classes of compounds under mild and transition metal-free conditions. Hence, an efficient and operationally simple tool for the construction of C(sp2)-, C(sp3)- and S-CF2SO2Ph bonds was provided, expanding the chemical space of PhSO2CF2-containing molecules. Late-stage functionalization of bioactive molecules and the synthesis of PhSO2CF2- and HCF2-analogs of Lidocaine were also successfully achieved.

Domaines

Chimie organique
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Dates et versions

hal-03851791 , version 1 (16-11-2022)

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Enzo Nobile, Thomas Castanheiro, Tatiana Besset. C–H Electrophilic (phenylsulfonyl)difluoromethylation of (hetero)arenes with a newly designed reagent. Chemical Communications, 2021, 57 (92), pp.12337-12340. ⟨10.1039/d1cc04737j⟩. ⟨hal-03851791⟩
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