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Thermal cyclization of α -nit ros o-β-naphthol, o-nitronaphthols, and o-nitrophenols with aromatic aldehydes

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The possibility of obtaining 2-aryl-substituted benzoxazoles and naphthoxazoles by heating o-nitrophenols, o-nitronaphthols, and α-mtroso-β-naphthol with aromatic aldehydes in highboiling solvents with simultaneous removal of the water formed by distillation is demonstrated.

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Literature cited

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Authors and Affiliations

  1. Siberian Technological Institute, Krasnoyarsk

    E. Yu. Belyaev, L. E. Kondrat'eva & N. A. Shakhov

Authors
  1. E. Yu. Belyaev
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  2. L. E. Kondrat'eva
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  3. N. A. Shakhov
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Additional information

Communication VI of the series “Structure and Properties of Nitroso Compounds.” See [1] for communication V.

The preparation of XVI was carried out in mesitylene, while the other compounds were prepared in tetralin (10–20 ml of solvent per 0.03 mole of the hydroxy compound). In the preparation of III, VIII, XIII, and XVI-XVIII, 3 moles of aldehyde were introduced into the reaction per mole of hydroxy compound, while 5 moles of the aldehyde per mole of hydroxy compound were used in the remaining cases. Compounds XVI-XVIII were obtained from α-nitroso-β-naphthol, XXI-XXIIwere obtained from α-nitro-β-naphthol, and XIX-XX were obtained from β-nitro-α-naphthol.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 10–11, January, 1972.

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Belyaev, E.Y., Kondrat'eva, L.E. & Shakhov, N.A. Thermal cyclization of α -nit ros o-β-naphthol, o-nitronaphthols, and o-nitrophenols with aromatic aldehydes. Chem Heterocycl Compd 8, 8–9 (1972). https://doi.org/10.1007/BF00478478

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  • DOI: https://doi.org/10.1007/BF00478478

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