4.6 Article

Synthesis of Indole Terpenoid Mimics through a Functionality-Tolerated Eu(fod)3-Catalyzed Conjugate Addition

Journal

CHEMISTRY-AN ASIAN JOURNAL
Volume 10, Issue 4, Pages 869-872

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/asia.201403312

Keywords

conjugate addition; europium; indoles; natural products; -unsaturated enones

Funding

  1. Ministry of Science Technology [2013CB836900]
  2. National Natural Science Foundation of China [21290180, 21172235, 21222202]
  3. Pujiang Program [12J1410800]
  4. Chinese Academy of Sciences
  5. China Postdoctoral Science Foundation [2014M551480]

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The chemical synthesis of indole terpenoids of structural and biological interests has attracted remarkable attention. Here we report an Eu(fod)(3)-catalyzed indole conjugate addition reaction, which tolerates various acid-sensitive functional groups. A collection of indole terpenoid mimics have been prepared from natural product-derived ,-unsaturated enones on the basis of this reaction. The further conversion of the indole adducts into more complex natural product-like molecules has also been demonstrated.

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