4.7 Article

Palladium-catalyzed direct (hetero)arylation of ethyl oxazole-4-carboxylate: An efficient access to (hetero)aryloxazoles

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 73, Issue 18, Pages 7383-7386

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo801093n

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Funding

  1. CNRS
  2. interregional CRUNCH network
  3. INSA
  4. University of Rouen

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A straightforward route toward 2-(hetero)arylated and 2,5-di(hetero)arylated oxazoles through regiocontrolled palladium-catalyzed direct (hetero)arylation of ethyl oxazole-4-carboxylate with iodo-, bromo-, and chloro(hetero)aromatics followed by a two-step hydrolysis/decarboxylation sequence was described. The method was applied here to a neat synthesis of two 2.5-di(hetero)aryloxazole natural products, balsoxin and texaline.

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