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  Divergent Late‐Stage (Hetero)aryl C−H Amination by the Pyridinium Radical Cation

Ham, W.-S., Hillenbrand, J., Jacq, J., Genicot, C., & Ritter, T. (2019). Divergent Late‐Stage (Hetero)aryl C−H Amination by the Pyridinium Radical Cation. Angewandte Chemie International Edition, 58(2), 532-536. doi:10.1002/anie.201810262.

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 Creators:
Ham, Won-Seok1, 2, Author           
Hillenbrand, Julius1, Author           
Jacq, Jérôme3, Author
Genicot, Christophe3, Author
Ritter, Tobias1, 2, Author           
Affiliations:
1Research Department Ritter, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_2040308              
2Department of Chemistry & Chemical Biology, Harvard University, 12 Oxford Street, Cambridge, MA, 02138 USA, ou_persistent22              
3Global Chemistry, UCB NewMedicines, UCB Biopharma, Avenue de l'Industrie, Braine l'Alleud, 1420 Belgium, ou_persistent22              

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Free keywords: amination; aromatic substitution; photocatalysis; radical reactions; synthetic methods
 Abstract: (Hetero)arylamines constitute some of the most prevalent functional molecules, especially as pharmaceuticals. However, structurally complex aromatics currently cannot be converted into arylamines, so instead, each product isomer must be assembled through a multistep synthesis from simpler building blocks. Herein, we describe a late‐stage aryl C−H amination reaction for the synthesis of complex primary arylamines that other reactions cannot access directly. We show and rationalize through a mechanistic analysis the reasons for the wide substrate scope and the constitutional diversity of the reaction, which gives access to molecules that would not have been readily available otherwise.

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Language(s): eng - English
 Dates: 2018-09-062018-11-052019-01-08
 Publication Status: Published in print
 Pages: 5
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: DOI: 10.1002/anie.201810262
 Degree: -

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Title: Angewandte Chemie International Edition
  Other : Angewandte Chemie, International Edition
  Other : Angew. Chem. Int. Ed.
Source Genre: Journal
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Publ. Info: Weinheim : Wiley-VCH
Pages: - Volume / Issue: 58 (2) Sequence Number: - Start / End Page: 532 - 536 Identifier: ISSN: 1433-7851
CoNE: https://pure.mpg.de/cone/journals/resource/1433-7851