4.6 Article

Practical oxazole synthesis mediated by iodine from α-bromoketones and benzylamine derivatives

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 11, Issue 41, Pages 7123-7128

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c3ob41566j

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Funding

  1. National Natural Science Foundation of China [21172110, 21121002]
  2. Synergetic Innovation Center of Chemical Science and Engineering (Tianjin)

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The reagent system of I-2/K2CO3 could efficiently promote the oxazole synthesis from alpha-bromoketones and benzylamine derivatives in DMF. This method was not only suitable for 2,5-diaryl oxazole synthesis but also for 2,4,5-trisubstituted oxazole and 5-alkyl/alkenyl oxazole synthesis. Furthermore, this method was successfully applied to a one-step synthesis of a natural product halfordinol in 62% yield.

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