Triflic Acid Catalyzed Intermolecular α-Amination of Pterolactams to Give 5-Arylaminopyrrolidinones via N-Acyliminium Species

Gina-Mirabela Dumitriu; Elena Bîcu; Ulku Eryuruk; Dalila Belei; Benoît Rigo; Adam Daïch; Alina Ghinet

doi:10.1055/s-0035-1561333

Journal articles

Triflic Acid Catalyzed Intermolecular α-Amination of Pterolactams to Give 5-Arylaminopyrrolidinones via N-Acyliminium Species

Gina-Mirabela Dumitriu ¹ Elena Bîcu ¹ Ulku Eryuruk ² Dalila Belei ¹ Benoît Rigo ^{3, 2} Adam Daïch ^{4, 5} Alina Ghinet ^{3, 1, 2, *}

* Corresponding author

1 Alexandru Ioan Cuza University of Iași [Romania]

2 HEI - Hautes Etudes d’Ingénieur [Lille]

3 LIRIC - Lille Inflammation Research International Center - U 995

4 URCOM - Unité de Recherche en Chimie Organique et Macromoléculaire

5 INC3M - Institut Normand de Chimie Moléculaire Médicinale et Macromoléculaire

Abstract : A mild and efficient α-aza-amidoalkylation for the synthesis of 5-arylaminopyrrolidinones is presented. The key step of this reaction is the intermolecular interception of an N-acyliminium species, generated under the acidic conditions, with nitrogen nucleophiles such as N-silylamines. © Georg Thieme Verlag Stuttgart New York.

Keywords : N-silylamine N-acyliminium cation triflic acid pterolactam alkylation

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Journal articles

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Chemical Sciences

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https://hal-normandie-univ.archives-ouvertes.fr/hal-02413305
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Submitted on : Monday, December 16, 2019 - 10:44:51 AM
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Triflic Acid Catalyzed Intermolecular α-Amination of Pterolactams to Give 5-Arylaminopyrrolidinones via N-Acyliminium Species

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Triflic Acid Catalyzed Intermolecular α-Amination of Pterolactams to Give 5-Arylaminopyrrolidinones via N-Acyliminium Species

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