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Indolopyridines with a bridging heteroatom. 9. Synthesis, structure, and thermolysis of 5-hydroxy-5-(2-pyridyl)-fluorene and 4-azafluorene

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Treatment of fluorenone or 4-azafluoren-9-one with 2-pyridyllithium gives 45-hydroxy-5-(2-pyridyl)fluorene and its aza analog. The structure of the former has been studied by x-ray crystallography. It was found that, in contrast to the non-condensed diaryl-2-pyridylcarbinols, these alcohols do not undergo acid catalyzed dehydration and heterocyclization. Under pyrolytic conditions. 5-pyridylfluorenol undergoes fission to form fluorenone.

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Authors
  1. A. T. Soldatenkov
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  2. N. M. Kolyadina
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  3. L. N. Kuleshova
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  4. V. N. Khrustalev
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Additional information

Russian University of National Friendship, Moscow 117198 and A. N. Nesmeyanov Institute of Organoelemental Compounds, Russian Academy of Sciences, Moscow 117813. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 955–959, July, 1996. Original article submitted March 18, 1996.

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Soldatenkov, A.T., Kolyadina, N.M., Kuleshova, L.N. et al. Indolopyridines with a bridging heteroatom. 9. Synthesis, structure, and thermolysis of 5-hydroxy-5-(2-pyridyl)-fluorene and 4-azafluorene. Chem Heterocycl Compd 32, 817–821 (1996). https://doi.org/10.1007/BF01165727

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  • DOI: https://doi.org/10.1007/BF01165727

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