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Synthesis of phenoxypyridines under phase transfer catalysis conditions

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Reactions of halopyridines with alkali metal phenoxides in a two phase liquid-solid catalytic system, rather than in a liquid-liquid phase transfer catalytic system, make it possible to prepare 2-, 3-, and 4-phenoxypyridines from unactivated bromo- or chloropyridines and 2-chloropicolines. In polyhalogenated pyridines only α- and γ-halogen atoms undergo substitution. 7, 8-Dibromo-6-azaphenoxane has been prepared by the reaction of 2,3,5,6-tetrabromopyridine with the dipotassium salt of pyrocatechol.

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Authors and Affiliations

  1. Institute of Organic Synthesis, Academy of Sciences of the Latvian SSR, Riga

    é. M. Abele, Yu. Sh. Gol'dberg, M. P. Gavars, A. P. Gaukhman & M. V. Shimanskaya

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  1. é. M. Abele
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  2. Yu. Sh. Gol'dberg
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  3. M. P. Gavars
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  4. A. P. Gaukhman
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  5. M. V. Shimanskaya
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, Vol. 24, No. 3, pp. 356–360, March, 1988.

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Abele, é.M., Gol'dberg, Y.S., Gavars, M.P. et al. Synthesis of phenoxypyridines under phase transfer catalysis conditions. Chem Heterocycl Compd 24, 290–294 (1988). https://doi.org/10.1007/BF00475326

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  • DOI: https://doi.org/10.1007/BF00475326

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