The reactions of 2-pyridinesulfenyl halides with cyclopentene, 1,4-cyclohexadiene, 1,5-cyclooctadiene, 1,3-cyclooctadiene, and norbornene, depending on the structure of the alkene, the nature of the halogen, and the duration of the process, lead to the formation of two types of adducts, electrophilic addition products or condensed compounds, [1,3]thiazolo[3,2-a]pyridinium derivatives, in high yields.
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This work was supported by the Russian Science Foundation (project 18-13-00372).
Spectral studies were carried out using the material and technical base of the center for collective use “Baikal Analytical Center” of the Siberian Branch of the Russian Academy of Sciences.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, 2020, 56(11), 1586–1591
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Ishigeev, R.S., Potapov, V.А., Shkurchenko, I.V. et al. Two types of products in the reactions of 2-pyridinesulfenyl halides with cycloalkenes and cycloalkadienes: synthesis of novel [1,3]thiazolo[3,2-a]pyridinium derivatives. Chem Heterocycl Comp 56, 1586–1591 (2020). https://doi.org/10.1007/s10593-020-02853-8
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DOI: https://doi.org/10.1007/s10593-020-02853-8