4.7 Article

Catalytic transformation of esters of 1,2-azido alcohols into α-amido ketones

Journal

CHEMICAL COMMUNICATIONS
Volume 52, Issue 39, Pages 6549-6552

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c6cc02063a

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Funding

  1. National Research Foundation of Korea (NRF) - Korea government (MSIP) [2015R1A2A2A01008130]
  2. National Research Foundation of Korea [2015R1A2A2A01008130] Funding Source: Korea Institute of Science & Technology Information (KISTI), National Science & Technology Information Service (NTIS)

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The esters of 1,2-azido alcohols were transformed into alpha-amido ketones without external oxidants through the Ru-catalyzed formation of N-H imines with the liberation of N-2 followed by intramolecular migration of the acyl moiety. A wide range of alpha-amido ketones were obtained, and one-pot transformation into the corresponding oxazoles (or a thiazole) was demonstrated.

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