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Synthesis of new 2-aryl-4-chloro-3-hydroxy-1H-indole-5,7-dicarbaldehydes via Vilsmeier-Haack reaction

Eftekhari Sis, B ; Sharif University of Technology | 2010

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  1. Type of Document: Article
  2. DOI: 10.1002/jhet.338
  3. Publisher: 2010
  4. Abstract:
  5. (Chemical Equation Presented) New 2-aryl-4-chloro-3-hydroxy-1H-indole-5,7- dicarbaldehydes were synthesized in three steps from acetophenone derivatives. By oxidation of acetophenones to aryl glyoxals using selenium dioxide and condensation with acetylacetone in the presence of ammonium acetate in water 3-acetyl-5-aryl-4-hydroxy-2-methyl-1H-pyrrols were obtained. 2-Aryl-4-chloro-3-hydroxy-1H-indole-5,7-dicarbaldehydes were synthesized via Vilsmeier-Haack reaction of pyrrole derivatives in moderate yields
  6. Keywords:
  7. 2 aryl 4 chloro 3 hydroxy 1h indole 5,7 dicarbaldehyde ; 3 acetyl 5 aryl 4 hydroxy 2 methyl 1h pyrrol ; Acetophenone derivative ; Acetylacetone ; Aldehyde derivative ; Ammonium acetate ; Aromatic compound ; Glyoxal ; Ndole ; Oxide ; Polycyclic aromatic hydrocarbon derivative ; Pyrrole derivative ; Selenium ; Unclassified drug ; Water ; Oxidation ; Polymerization ; Synthesis ; Vilsmeier Haack reaction
  8. Source: Journal of Heterocyclic Chemistry ; Volume 47, Issue 2 , 2010 , Pages 463-467 ; 0022152X (ISSN)
  9. URL: http://onlinelibrary.wiley.com/doi/10.1002/jhet.338/full?jhet338-eo-0008