Synthesis of Unprotected β‐Arylethylamines by Iron(II)‐Catalyzed 1,2‐Aminoarylation of Alkenes in Hexafluoroisopropanol - Université Paris Cité Accéder directement au contenu
Article Dans Une Revue Angewandte Chemie International Edition Année : 2023

Synthesis of Unprotected β‐Arylethylamines by Iron(II)‐Catalyzed 1,2‐Aminoarylation of Alkenes in Hexafluoroisopropanol

Valentyn Pozhydaiev
  • Fonction : Auteur
Marie Vayer
  • Fonction : Auteur
Claire Fave
Joseph Moran
David Lebœuf

Résumé

Abstract β‐Arylethylamines are prevalent structural motifs in molecules exhibiting biological activity. Here we report a sequential one‐pot protocol for the 1,2‐aminoarylation of alkenes with hydroxylammonium triflate salts and (hetero)arenes. Unlike existing methods, this reaction provides a direct entry to unprotected β‐arylethylamines with remarkable functional group tolerance, allowing key drug‐oriented functional groups to be installed in a two‐step process. The use of hexafluoroisopropanol as a solvent in combination with an iron(II) catalyst proved essential to reaching high‐value nitrogen‐containing molecules.

Domaines

Chimie
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Dates et versions

hal-04241330 , version 1 (13-10-2023)

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Citer

Valentyn Pozhydaiev, Marie Vayer, Claire Fave, Joseph Moran, David Lebœuf. Synthesis of Unprotected β‐Arylethylamines by Iron(II)‐Catalyzed 1,2‐Aminoarylation of Alkenes in Hexafluoroisopropanol. Angewandte Chemie International Edition, 2023, 62 (9), ⟨10.1002/anie.202215257⟩. ⟨hal-04241330⟩
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