Chemoselective intermolecular α-arylation of amides

Bo Peng, Danny Geerdink, Christophe Fares, Nuno Maulide (Korresp. Autor*in)

Veröffentlichungen: Beitrag in FachzeitschriftArtikelPeer Reviewed

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. Arylating me softly: A new approach for the fully chemoselective α-arylation of amides has been developed. When electrophilic amide activation is employed, aryl groups can be regioselectively introduced in the position α to the amide, and that even in the presence of esters or alkyl ketones. Mechanistic studies emphasize a remarkably subtle base effect in this transformation.

OriginalspracheEnglisch
Seiten (von - bis)5462-5466
Seitenumfang5
FachzeitschriftAngewandte Chemie (International Edition)
Jahrgang53
Ausgabenummer21
DOIs
PublikationsstatusVeröffentlicht - 19 Mai 2014

ÖFOS 2012

  • 104015 Organische Chemie

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