Diazabicycloalkanes with nitrogen atoms in the nodal positions. 9. Intramolecular cyclization of N-(γ-bromopropyl)-tetrahydroquinoxalines and behavior of benzo[f]-1,5-diazabicyclo[3.2.2]nonene in hydrobromic acid Научная публикация
Журнал |
Chemistry of Heterocyclic Compounds
ISSN: 0009-3122 , E-ISSN: 1573-8353 |
||
---|---|---|---|
Вых. Данные | Год: 1983, Том: 19, Номер: 5, Страницы: 549-553 Страниц : DOI: 10.1007/BF00514468 | ||
Авторы |
|
||
Организации |
|
Реферат:
The introduction of an N,N′-trimethylene bridge in the tetrahydroquinoxaline molecule is complicated by cyclization of γ-bromopropyl derivatives of tetrahydroquinoxaline at the carbon atom of the aromatic ring. The reaction of N-R-tetrahydro-quinoxalines (R = H, COCH3) with 1,3-dibromopropane leads to products of cyclization at the aromatic ring (1,2,3,5,6,8,9,10-octahydropyrazino[1,2,3,4-Z,m,n][1, 10]phenanthroline and N-acetyl-1,2,6,7-tetrahydro-3H,5H-pyrido[1,2,3-d,e]quinoxa-line) and to an N-alkylation product [N-acetyl-N′-(γ-bromopropyl)-1,2,3,4-tetra-hydroquinoxaline]. Benzo[f]-1,5-diazabicyclo[3.2.2]nonene is formed in only trace amounts in the cyclization of N-(γ-bromopropyl)tetrahydroquinoxaline and upon heating in HBr can be isomerized with migration of the trimethylene bridge to the aromatic ring. © 1983 Plenum Publishing Corporation.
Библиографическая ссылка:
Gall' A.A.
, Shishkin G.V.
Diazabicycloalkanes with nitrogen atoms in the nodal positions. 9. Intramolecular cyclization of N-(γ-bromopropyl)-tetrahydroquinoxalines and behavior of benzo[f]-1,5-diazabicyclo[3.2.2]nonene in hydrobromic acid
Chemistry of Heterocyclic Compounds. 1983. V.19. N5. P.549-553. DOI: 10.1007/BF00514468 Scopus РИНЦ OpenAlex
Diazabicycloalkanes with nitrogen atoms in the nodal positions. 9. Intramolecular cyclization of N-(γ-bromopropyl)-tetrahydroquinoxalines and behavior of benzo[f]-1,5-diazabicyclo[3.2.2]nonene in hydrobromic acid
Chemistry of Heterocyclic Compounds. 1983. V.19. N5. P.549-553. DOI: 10.1007/BF00514468 Scopus РИНЦ OpenAlex
Даты:
Опубликована в печати: | 1 мая 1983 г. |
Идентификаторы БД:
Scopus: | 2-s2.0-34250153876 |
РИНЦ: | 30917641 |
OpenAlex: | W1983769738 |