THE REACTIONS OF ELECTRON-DEFICIENT 1<i>Н</i>-BENZO[<i>f</i>]CHROMENES WITH 2,3-DIMETHYLBENZOTHIAZOL-3-IUM IODIDE

Authors

  • Кирилл С. Корженко Samara State Technical University, 244 Molodogvardeyskaya St., Samara 443100
  • Виталий А. Осянин Samara State Technical University, 244 Molodogvardeyskaya St., Samara 443100
  • Дмитрий В. Осипов Samara State Technical University, 244 Molodogvardeyskaya St., Samara 443100
  • Дарья А. Ращепкина Samara State Technical University, 244 Molodogvardeyskaya St., Samara 443100
  • Олег П. Демидов North Caucasus Federal University, 1 Pushkina St., Stavropol 355009
  • Юрий Н. Климочкин Samara State Technical University, 244 Molodogvardeyskaya St., Samara 443100

DOI:

https://doi.org/10.1007/6916

Keywords:

2, 3-dimethylbenzothiazol-3-ium iodide, electron-deficient 1H-benzo[f]chromenes, push-pull 1, 3-dienes, Michael reaction, thiacyanine dyes

Abstract

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.

Authors: Kirill S. Korzhenko, Vitaly А. Osyanin*, Dmitry V. Osipov*, Darya А. Rashchepkina, Oleg P. Demidov, Yuri N. Klimochkin

Author Biographies

Кирилл С. Корженко, Samara State Technical University, 244 Molodogvardeyskaya St., Samara 443100

аспирант кафедры органической химии

Виталий А. Осянин, Samara State Technical University, 244 Molodogvardeyskaya St., Samara 443100

д.х.н., профессор кафедры органической химии

Дмитрий В. Осипов, Samara State Technical University, 244 Molodogvardeyskaya St., Samara 443100

к.х.н., доцент кафедры органической химии

Дарья А. Ращепкина, Samara State Technical University, 244 Molodogvardeyskaya St., Samara 443100

аспирант кафедры органической химии

Олег П. Демидов, North Caucasus Federal University, 1 Pushkina St., Stavropol 355009

д.х.н.

Юрий Н. Климочкин, Samara State Technical University, 244 Molodogvardeyskaya St., Samara 443100

д.х.н., профессор, заведующий кафедры органической химии

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Published

2022-11-17

Issue

Vol. 58 No. 11 (2022)

Section

Original Papers