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Synthesis and acid-base transformations of 8-substituted 10-phenyl-10-hydroxy-10H- pyrido [2,3-b ]chromenes

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The corresponding 2-(p-substituted phenoxy)-3-aroylpyridines were obtained by the reaction of 2-(p-substituted phenoxy)nicotinonitriles with phenylmagnesium bromide. It is shown that they are readily cyclized to 8-substituted 10-phenyl-10-hydroxy-10H-pyrido[2,3-b]chromenes by the action of concentrated sulfuric acid in glacial acetic acid. The pKR+ values of the cyclization products, which range from−7.70 to −10.83 and correlate with the σp 0 substituent constants, were determined by spectrophotometry.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 614–616, May, 1982.

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Petrichenko, V.M., Konshin, M.E. Synthesis and acid-base transformations of 8-substituted 10-phenyl-10-hydroxy-10H- pyrido [2,3-b ]chromenes. Chem Heterocycl Compd 18, 459–461 (1982). https://doi.org/10.1007/BF00526076

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  • DOI: https://doi.org/10.1007/BF00526076

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