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Synthesis of β-(о-hydroxybenzyl)pyridines by three-component condensation of ammonia, carbonyl-substituted 4Н-chromenes, and СН acids

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Chemistry of Heterocyclic Compounds Aims and scope

A series of pyridine derivatives containing a 2-hydroxybenzyl or (2-hydroxynaphthalen-1-yl)methyl substituent were obtained by treating carbonyl-substituted 4Н-chromenes and 1Н-benzo[f]chromenes with ammonia and 1,3-dicarbonyl compounds or aromatic ketones as a result of the carbo-Michael reaction, chromane ring opening, and cyclodehydration.

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This work was performed with financial support from the Russian Science Foundation (grant 17-73-10400, for investigating the properties of push-pull chromenes) and Russian Foundation for Basic Research in cooperation with the administration of the Samara Region (grant 17-43-630838 r_a, preparation of trifluoromethyl-substituted heterocycles).

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Authors and Affiliations

  1. Samara State Technical University, 244 Molodogvardeiskaya St., Samara, 443100, Russia

    Dmitry V. Osipov, Vitaly A. Osyanin & Yuri N. Klimochkin

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  1. Dmitry V. Osipov
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  2. Vitaly A. Osyanin
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  3. Yuri N. Klimochkin
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Correspondence to Vitaly A. Osyanin.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, 2018, 54(12), 1121–1126

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Osipov, D.V., Osyanin, V.A. & Klimochkin, Y.N. Synthesis of β-(о-hydroxybenzyl)pyridines by three-component condensation of ammonia, carbonyl-substituted 4Н-chromenes, and СН acids. Chem Heterocycl Comp 54, 1121–1126 (2018). https://doi.org/10.1007/s10593-019-02402-y

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  • DOI: https://doi.org/10.1007/s10593-019-02402-y

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