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Cyclization of substituted (2-pyridylthio)phenylacetic acids and chromaticity of mesoionic thiazolo[3,2-a]pyridinium-3-olates

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Chemistry of Heterocyclic Compounds Aims and scope

The cyclization of substituted (2-pyridylthio)phenylacetic acids has been studied. It was established that reaction occurs at two reaction centers with the formation of substituted 3-imino-2-phenyl-2,3-dihydrothieno[2,3-b]pyridine-2-carboxylic acids and substituted mesoionic thiazolo[3,2-a]pyridinium-3-olates. The direction of cyclization is influenced by the acidity of the medium and the character of the substituents in the pyridine nucleus. The spectral properties of the synthesized mesoionic compounds were investigated experimentally and theoretically (by the Pariser–Parr–Pople method).

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Authors and Affiliations

  1. Institute of Organic Chemistry, National Academy of Sciences of Ukraine, 5 Murmanskaya str., Kyiv, 02094, Ukraine

    K. V. Fedotov, T. P. Shumeiko, N. N. Romanov, A. I. Tolmachev & A. Ya. Ilchenko

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  1. K. V. Fedotov
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  2. T. P. Shumeiko
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  3. N. N. Romanov
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  4. A. I. Tolmachev
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  5. A. Ya. Ilchenko
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Correspondence to K. V. Fedotov.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 750–759, May, 2011.

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Fedotov, K.V., Shumeiko, T.P., Romanov, N.N. et al. Cyclization of substituted (2-pyridylthio)phenylacetic acids and chromaticity of mesoionic thiazolo[3,2-a]pyridinium-3-olates. Chem Heterocycl Comp 47, 622–630 (2011). https://doi.org/10.1007/s10593-011-0807-z

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  • DOI: https://doi.org/10.1007/s10593-011-0807-z

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