4.7 Article

A Copper-Catalyzed Cascade Approach for the Synthesis of Dibenzo[b,f]1,8-naphthyridine Derivatives

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 359, Issue 18, Pages 3142-3153

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201700546

Keywords

aurora kinase inhibitor; cascade reaction; hydroamination; 1,8-naphthyridines; tandem insertion

Funding

  1. Ministry of Science and Technology of the Republic of China [MOST 103-2113-M-003-008-MY3]
  2. National Taiwan Normal University [103-07-C]
  3. Instrumentation Centre at National Taiwan Normal University

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The synthesis of some dibenzo[b,f]-[1,8]naphthyridine derivatives in a cascade manner is reported. The reaction includes a Knovenagel condensation, the insertion of a nitrile and an alkyne into an N-H bond and an oxidation/oxidative C-C bond cleavage sequence in the presence of copper iodide. The key 1,8-naphthyridine core was constructed in a cascade manner during the course of the reaction itself which allows diverse dibenzo[b,f]-[1,8]naphthyridine derivatives to be readily prepared.

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