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Article Dans Une Revue Chemistry - A European Journal Année : 2020

Complementary Site‐Selective Halogenation of Nitrogen‐Containing (Hetero)Aromatics with Superacids

Résumé

Site‐selective functionalization of arenes that is complementary to classical aromatic substitution reactions remains a long‐standing quest in organic synthesis. Exploiting the generation of halenium ion through oxidative process and the protonation of the nitrogen containing function in HF/SbF5, the chlorination and iodination of classically inert Csp2 −H bonds of aromatic amines occurs. Furthermore, the superacid‐promoted (poly)protonation of the molecules acts as a protection, favoring the late‐stage selective halogenation of natural alkaloids and active pharmaceutical ingredients
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hal-04537186 , version 1 (16-04-2024)

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Alexander Mamontov, Agnès Martin-Mingot, Benoit Métayer, Omar Karam, Fabien Zunino, et al.. Complementary Site‐Selective Halogenation of Nitrogen‐Containing (Hetero)Aromatics with Superacids. Chemistry - A European Journal, 2020, 26 (46), pp.10411-10416. ⟨10.1002/chem.202000902⟩. ⟨hal-04537186⟩
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