Intramolecular 6-endo-dig-Cyclization of Ethyl 5-Aminomethyl-4-(1,2,3-thiadiazol-4-yl)furan-2-carboxylate
- Авторы: Remizov Y.1, Pevzner L.1, Petrov M.1
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Учреждения:
- St. Petersburg State Institute of Technology
- Выпуск: Том 89, № 10 (2019)
- Страницы: 2151-2153
- Раздел: Letters to the Editor
- URL: https://journals.rcsi.science/1070-3632/article/view/223137
- DOI: https://doi.org/10.1134/S1070363219100268
- ID: 223137
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Аннотация
The reaction of 5-aminomethyl-4-(1,2,3-thiadiazol-4-yl)furan-2-carboxylic acid ethyl ester with bases has given ethyl 5-sulfanylidene-4,5,6,7-tetrahydrofuro[2,3-c]pyridine-2-carboxylate as a result of intramolecular 6-endo-dig-cyclization of thioketene generated in situ with an internal CH2NH2 nucleophile. The obtained ester has been alkylated with iodomethane at the sulfur atom to form ethyl 5-methylsulfanyl-4,7-dihydrofuro[2,3-c] pyridine-2-carboxylate. The Hantzsch reaction with ω-bromoacetophenone has resulted in the formation of 7-ethoxycarbonyl-3-phenylfuro[3,2-d[1,3]thiazolo[3,2-a]pyridin-4-ium bromide.
Об авторах
Yu. Remizov
St. Petersburg State Institute of Technology
Email: pevzner_lm@list.ru
Россия, Moskovskii pr. 26, St. Petersburg, 190013
L. Pevzner
St. Petersburg State Institute of Technology
Автор, ответственный за переписку.
Email: pevzner_lm@list.ru
Россия, Moskovskii pr. 26, St. Petersburg, 190013
M. Petrov
St. Petersburg State Institute of Technology
Email: pevzner_lm@list.ru
Россия, Moskovskii pr. 26, St. Petersburg, 190013
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