4.5 Article

Synthesis of -Hydroxycarboxylic Acid Anilides via Copper-Catalyzed C-N Coupling of -Hydroxyamides with Aryl Halides

Journal

SYNTHESIS-STUTTGART
Volume 47, Issue 23, Pages 3751-3757

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0035-1560473

Keywords

alpha-hydroxycarboxylic acid anilides; copper; cross-coupling; alpha-hydroxyamides; catalysis; chemoselectivity

Funding

  1. National Natural Science Foundation of China [21372034]
  2. Cultivating Program for Excellent Innovation Teams of Chengdu University of Technology [HY0084]

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The synthesis of highly important alpha-hydroxycarboxylic acid anilides via copper-catalyzed chemoselective C-N coupling reactions of -hydroxyamides and aryl halides is described. This highly selective N-arylation process demonstrates wide substrate scope, cost savings and easy operation. In addition, the chirality of l-3-phenyllactamide is preserved during the reaction.

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