Synthesis of 1-Naphthylacetylene Sulfides from 4-(1-Naphthyl)-1,2,3-thiadiazole
- Autores: Yekhlef M.1, Petrov M.2, Pevzner L.2, Aleksandrova E.2
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Afiliações:
- University of Jijel
- St. Petersburg State Institute of Technology
- Edição: Volume 89, Nº 7 (2019)
- Páginas: 1545-1548
- Seção: Letters to the Editor
- URL: https://journals.rcsi.science/1070-3632/article/view/223013
- DOI: https://doi.org/10.1134/S1070363219070272
- ID: 223013
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Resumo
4-(1-Naphthyl)-1,2,3-thiadiazole is readily decomposed under the action of potassium tert-butylate with the release of nitrogen and the formation of potassium 2-(1-naphthyl)ethynylthiolate. Upon further treatment of the reaction mixture with excess of alkyl halide, the corresponding alkyl 2-(1-naphthyl)-1-ethynylsulfides have been obtained. In the case of the reaction with allyl bromide, the resulting sulfide has undergone rearrangement. A mixture of Z- and E-isomers of 2-(1-naphthyl)-1-ethynyl-1-propenylsulfide has been obtained as the product of allylic rearrangement instead of the expected product of the thio-Claisen rearrangement.
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Sobre autores
M. Yekhlef
University of Jijel
Email: mlpetrov@lti-gti.ru
Argélia, Jijel
M. Petrov
St. Petersburg State Institute of Technology
Autor responsável pela correspondência
Email: mlpetrov@lti-gti.ru
Rússia, Moskovskii pr. 26, St. Petersburg, 190013
L. Pevzner
St. Petersburg State Institute of Technology
Email: mlpetrov@lti-gti.ru
Rússia, Moskovskii pr. 26, St. Petersburg, 190013
E. Aleksandrova
St. Petersburg State Institute of Technology
Email: mlpetrov@lti-gti.ru
Rússia, Moskovskii pr. 26, St. Petersburg, 190013