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  Chemoselective Intermolecular α-Arylation of Amides

Peng, B., Geerdink, D., Farès, C., & Maulide, N. (2014). Chemoselective Intermolecular α-Arylation of Amides. Angewandte Chemie International Edition, 53(21), 5462-5466. doi:10.1002/anie.201402229.

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Item Permalink: https://hdl.handle.net/11858/00-001M-0000-0024-4B20-1 Version Permalink: https://hdl.handle.net/11858/00-001M-0000-002C-1C0E-B
Genre: Journal Article

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 Creators:
Peng, Bo1, Author           
Geerdink, D.2, Author
Farès, C.3, Author           
Maulide, N.1, 2, Author           
Affiliations:
1Research Group Maulide, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445614              
2Faculty of Chemistry, Institute of Organic Chemistry, University of Vienna, Währingerstrasse 38, 1090 Vienna (Austria), ou_persistent22              
3Service Department Farès (NMR), Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445623              

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Free keywords: amides; arylation; chemoselectivity; keteniminium ions; sulfoxides
 Abstract: A new approach for the fully chemoselective α-arylation of amides is presented. By means of electrophilic amide activation, aryl groups can be regioselectively introduced α- to amides, even in the presence of esters and alkyl ketones. Mechanistic studies reveal key reaction intermediates and emphasize a remarkably subtle base effect in this transformation.

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Language(s): eng - English
 Dates: 2014-04-162014-05-19
 Publication Status: Issued
 Pages: -
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: DOI: 10.1002/anie.201402229
 Degree: -

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Title: Angewandte Chemie International Edition
  Other : Angew. Chem., Int. Ed.
  Other : Angew. Chem. Int. Ed.
  Other : Angewandte Chemie, International Edition
Source Genre: Journal
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Affiliations:
Publ. Info: Weinheim : Wiley-VCH
Pages: - Volume / Issue: 53 (21) Sequence Number: - Start / End Page: 5462 - 5466 Identifier: ISSN: 1433-7851
CoNE: https://pure.mpg.de/cone/journals/resource/1433-7851