Chemistry of Heterocyclic Compounds

, Volume 16, Issue 11, pp 1153–1156 | Cite as

Synthesis of 3-azafluorene and 2h-2-methylindeno[1,2-c]pyridine

  • N. S. Prostakov
  • P. K. Radzhan
  • A. T. Soldatenkov


4-Methyl-3-phenylpyridine was isolated from the mixture of four isomeric methylphenyl-pyridines formed in the condensation of crotonaldehyde with phenylacetaldehyde (β-phenylethanol or phenylacetylene) with ammonia in the presence of a cadmium-calcium phosphate catalyst. 4-Methyl-3-phenylpyridine was converted to 3-azafluorene by catalytic dehydrocyclization. A representative of a new series of pseudoazulenes, viz., 2H-2-methylindeno[1,2-c]-pyridine, was obtained by treatment of 3-azafluorene methiodide with sodium hydroxide solution; the product was a crystalline black substance that remained unchanged during storage in air for 1 month.


Phosphate Ammonia Hydroxide Pyridine Sodium Hydroxide 
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Copyright information

© Plenum Publishing Corporation 1981

Authors and Affiliations

  • N. S. Prostakov
    • 1
  • P. K. Radzhan
    • 1
  • A. T. Soldatenkov
    • 1
  1. 1.Patrice Lumumba People's Friendship UniversityMoscow

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