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Adamantylation of Pyridine Derivatives

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Chemistry of Heterocyclic Compounds Aims and scope

The reaction of isomeric hydroxypyridines with 1-bromoadamantane under various conditions led to mono- and disubstituted С-, О-, and N-adamantylation products. Hydroxypyridines and 4-dimethyl-aminopyridine were found to have catalytic effect on the quaternization of pyridine with adamantyl bromide. A method was developed for the preparation of quaternary 1-(adamant-1-yl)pyridinium salts under mild conditions.

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This work received financial support from the Ministry of Education and Science of the Russian Federation within the framework of baseline of the State Assignment for scientific activity (2014/199-1078) using the scientific equipment of Samara State Technical University Collective Use Center "Physicochemical Investigation of Substances and Materials".

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Authors and Affiliations

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

    V. A. Shadrikova, E. V. Golovin & Yu. N. Klimochkin

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  1. V. A. Shadrikova
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  2. E. V. Golovin
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  3. Yu. N. Klimochkin
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Correspondence to V. A. Shadrikova.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1725-1734, November, 2014.

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Shadrikova, V.A., Golovin, E.V. & Klimochkin, Y.N. Adamantylation of Pyridine Derivatives. Chem Heterocycl Comp 50, 1586–1594 (2015). https://doi.org/10.1007/s10593-014-1628-7

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