4.8 Article

Palladium-Catalyzed Dehydrogenative β′-Functionalization of β-Keto Esters with Indoles at Room Temperature

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 134, Issue 13, Pages 5750-5753

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ja300684r

Keywords

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Funding

  1. Tekes
  2. Orion under Tekes
  3. CABB under Tekes
  4. Hormos Medical under Tekes
  5. PCAS Finland under Tekes
  6. Fermion under Tekes
  7. Pharmatory under Tekes
  8. AB Enzymes under Tekes
  9. Academy of Finland (KR) [130629, 122350, 140718]
  10. Academy of Finland (AKA) [130629, 140718, 122350, 140718, 122350, 130629] Funding Source: Academy of Finland (AKA)

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The dehydrogenative beta'-functionalization of a-substituted beta-keto esters with indoles proceeds with high regioselectivities (C3-selective for the indole partner and beta'-selective for the beta-keto ester) and good yields under mild palladium catalysis at room temperature with a variety of oxidants. Two possible mechanisms involving either late or early involvement of indole are presented.

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