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Synthesis of Tetracyclic 5-Azaindole Analogues by Palladium-Catalyzed Sequential Annulation

  • Sung, Nack-Do (Division of Applied Biology and Chemistry, Chungnam National University) ;
  • Yang, Ok-Kyung (Department of Chemistry, Chungnam National University) ;
  • Kang, Song-Su (Department of Chemistry, Chungnam National University) ;
  • Yum, Eul-Kgun (Department of Chemistry, Chungnam National University)
  • 발행 : 2004.09.20

초록

Tetracyclic 5-azaindole analogues were prepared by palladium-catalyzed sequential annulation of benzylidene(3-iodopyridinyl-4-yl)amine and 1-aryl substituted internal alkynes under $Pd(OAc)_2,\;n-Bu_4NCl,\;and Et_3N\;at\;120^{\circ}C.$ The synthetic procedure showed possible diversification of tetracyclic 5-azaindole analogues by varying the 1-aryl substituent in internal alkynes.

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피인용 문헌

  1. Palladium-Catalyzed Synthesis of 2,3-Disubstituted 5-Azaindoles via Heteroannulation Reaction and of 2-Substituted 5-Azaindoles through Domino Sila-Sonogashira/5-Endo Cyclization vol.77, pp.11, 2012, https://doi.org/10.1021/jo300481s
  2. Synthesis of Tetracyclic 5-Azaindole Analogues by Palladium-Catalyzed Sequential Annulation. vol.36, pp.9, 2005, https://doi.org/10.1002/chin.200509139
  3. Organometallic methods for the synthesis and functionalization of azaindoles vol.36, pp.7, 2007, https://doi.org/10.1039/b607868k
  4. Metal‐Catalyzed Cross‐Coupling Reactions of Aminopyridines vol.2015, pp.33, 2004, https://doi.org/10.1002/ejoc.201500952
  5. Metal-Free Carbonyl-Assisted Regioselective Hydration of Alkynes: An Access to Dicarbonyls vol.21, pp.13, 2019, https://doi.org/10.1021/acs.orglett.9b01649