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The reactions of electron-deficient 1Н-benzo[f]chromenes with 2,3-dimethylbenzothiazol-3-ium iodide

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Chemistry of Heterocyclic Compounds Aims and scope

The action of 2,3-dimethylbenzothiazol-3-ium iodide on 1H-benzo[f]chromenes containing an acceptor substituent in the β-position to the oxygen atom in the presence of triethylamine results in the opening of the pyran ring and the formation of [(2E,4Z)-4-(3-methylbenzothiazol- 2(3H)-ylidene)but-2-en-1-yl]naphthalen-2-ols. In the case of 1-aryl-2-nitro-1H-benzo[f]chromenes, 3-methyl-2-[(1E,3Z)- 3-(3-methylbenzothiazol-2(3H)-ylidene)prop-1-en-1-yl]benzothiazol-3-ium iodide was isolated. The resulting compounds containing the merocyanine chromophore are of interest as dyes and fluorescent labels.

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Authors and Affiliations

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

    Kirill S. Korzhenko, Vitaly А. Osyanin, Dmitry V. Osipov, Darya А. Rashchepkina & Yuri N. Klimochkin

  2. North Caucasus Federal University, 1 Pushkina St, Stavropol, 355009, Russia

    Oleg P. Demidov

Authors
  1. Kirill S. Korzhenko
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  2. Vitaly А. Osyanin
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  3. Dmitry V. Osipov
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  4. Darya А. Rashchepkina
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  5. Oleg P. Demidov
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  6. Yuri N. Klimochkin
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Corresponding authors

Correspondence to Vitaly А. Osyanin or Dmitry V. Osipov.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, 2022, 58(11), 634–638

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Korzhenko, K.S., Osyanin, V.А., Osipov, D.V. et al. The reactions of electron-deficient 1Н-benzo[f]chromenes with 2,3-dimethylbenzothiazol-3-ium iodide. Chem Heterocycl Comp 58, 634–638 (2022). https://doi.org/10.1007/s10593-022-03137-z

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  • DOI: https://doi.org/10.1007/s10593-022-03137-z

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