Synthesis of pyrrolidine and tetrahydroazonine derivatives from N-[bis(ethoxycarbonyl)methyl]tetrahydropyridinium bromide and methyl acetylenedicarboxylate

The reaction of N-methyl-N-(diethoxycarbonyl)methyltetrahydropyridinium bromide with dimethyl acetylenedicarboxylate in the presence of triethylamine at room temperature afforded 1,2-dimethyl 1-ethyl 2-[(3-vinyl-1-methyl-3-phenyl-2- ethoxycarbonyl)pyrrolidin-2-yl]-ethene-1,1,2-tricarboxylate in 25% yield. Its structure was proved by XRD analysis. At cooling to -20°C the pyrrolidine yield signifi cantly decreased and 3,4-dimethyl 2,2-diethyl 1-methyl-7-phenyl-1, 5,8,9-tetrahydro-2H-azonine-2,2,3,4-tetratcarboxylate was obtained in 31% yield. © 2011 Pleiades Publishing, Ltd.

Авторы
Soldatenkov A.T. 1 , Soldatova S.A. 1 , Suleimanov R.R. 1 , Polyanskii K.B. 1 , Kotsyuba V.E. 1 , Smol'Yakov A.F.2 , Khrustalev V.N.2 , Antipin M.Y. 2
Номер выпуска
11
Язык
Английский
Страницы
1738-1741
Статус
Опубликовано
Том
47
Год
2011
Организации
  • 1 Russian University of Peoples Friendship, Moscow 117198, Russian Federation
  • 2 Nesmeyanov Institute of Organoelemental Compounds, Russian Academy of Sciences, Moscow, Russian Federation
Дата создания
19.10.2018
Дата изменения
19.10.2018
Постоянная ссылка
https://repository.rudn.ru/ru/records/article/record/2477/