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Facile entry to polycyclic indolylhydroquinoline skeletons via tandem C-alkylation and intramolecular S-alkylation

Matloubi Moghaddam, F ; Sharif University of Technology

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  1. Type of Document: Article
  2. DOI: 10.1016/j.tet.2009.11.032
  3. Abstract:
  4. An efficient, single step synthesis of hitherto unknown indole-annulated pentacyclic indolylhydroquinolines via tandem C-alkylation and intramolecular S-alkylation of indolin-2-thiones with N-alkylquinolinium salts in excellent yields (83-95%) is reported. This facile approach provides a powerful entry into polycyclic structures containing nitrogen and sulfur related to alkaloids. The structure of the product was determined by Röntgen crystal structure analysis
  5. Keywords:
  6. Alkaloid ; Carbon ; Hydroquinone ; Indole derivative ; Nitrogen ; Polycyclic hydrocarbon ; Quinoline ; Sulfur ; Alkylation ; Annulation reaction ; Priority journal ; Proton nuclear magnetic resonance ; Structure analysis ; Synthesis ; X ray analysis
  7. Source: Tetrahedron ; Volume 66, Issue 1 , 2010 , Pages 134-138 ; 00404020 (ISSN)
  8. URL: http://www.sciencedirect.com/science/article/pii/S0040402009017220