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Pd-catalyzed decarboxylative cross-coupling of 2-carboxyazine N-oxides with various (hetero)aryl halides.

Authors
  • Rouchet, Jean-Baptiste
  • Schneider, Cédric
  • Spitz, Cédric
  • Lefèvre, Johan
  • Dupas, George
  • Fruit, Corinne
  • Hoarau, Christophe
Type
Published Article
Journal
Chemistry - A European Journal
Publisher
Wiley (John Wiley & Sons)
Publication Date
Mar 24, 2014
Volume
20
Issue
13
Pages
3610–3615
Identifiers
DOI: 10.1002/chem.201304773
PMID: 24573742
Source
Medline
Keywords
License
Unknown

Abstract

Decarboxylative cross-coupling reactions of substituted 2-carboxyazine N-oxides, with a variety of (hetero)aryl halides, by bimetallic Pd(0)/Cu(I) and Pd(0)/Ag(I) catalysis are reported. Two possible pathways, a conventional bimetallic-catalyzed decarboxylative arylation, as well as a protodecarboxylative/direct C-H arylation sequence have been considered. These methods provide the first general decarboxylative arylation methodology for the 2-carboxyazine series.

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