4.6 Article

Cobalt(II)-Catalyzed [4+2] Annulation of Picolinamides with Alkynes via C-H Bond Activation

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 26, Issue 25, Pages 5607-5610

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.202000411

Keywords

[4+2] annulation; alkynes; C-H bond activation; cobalt(II) catalyst; co-oxidant free

Funding

  1. National Key Research and Development Program of China [2017YFB0203403]
  2. National Natural Science Foundation of China [21172081, 21372090, 21673085]
  3. Natural Science Foundation of Guangdong Province [S2013020013091]
  4. City of Guangzhou Science and Technology Plan Projects [201510010054]
  5. Guangdong Province Universities and Colleges Pearl River Scholar Funded Scheme
  6. Guangdong Province

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A cobalt(II)-catalyzed [4+2] annulation of picolinamides with alkynes via C-H bond activation has been developed. The operationally simple annulation reaction allows for the synthesis of acyl-substituted 1H-benzoquinoline bearing multiple aromatic rings (up to 96 % yield) without co-oxidant or other oxidation factors under mild conditions. Several control experiments were carried out. This practical [4+2] annulation provides an efficient route to access highly functionalized compounds.

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