Synthesis, chemical transformations, and structure of 1,2,3,4-tetrahydrospiro(quinoline-2-cycloalkanes)

The cyclization of 1-(m-toluidino)-1-allylcyclohexane under acid-catalysis conditions gave 4,5- and 4,7-dimethyl-1,2,3,4-tetrahydrospiro(quinoline-2-cyclohexanes). The bromination, nitration, N-acylation, and N-allylation of 4-methyl-1,2,3,4-tetrahydrospiro[quinoline-2-cyclohexane(cyclopentane)] were studied. It was established that nitration takes place In the 6 and 7 positions, while bromination occurs in the 6 and 8 positions. The amino-Claisen rearrangement of N-allyltetrahydroquinolines is accompanied by quantitative allyl-vinyl isomerization. The stereochemistry of the synthesized spiro(tetrahydroquinolinecycloalkanes) was studied by PMR spectroscopy. © 1992 Plenum Publishing Corporation.

Редакторы
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Издательство
Латвийский институт органического синтеза Латвийской академии наук / Springer New York Consultants Bureau
Номер выпуска
7
Язык
Английский
Страницы
756-761
Статус
Опубликовано
Подразделение
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Номер
-
Том
27
Год
1991
Организации
  • 1 Patrice Lumumba International-Friendship University, Moscow, 117198, Russian Federation
Ключевые слова
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Дата создания
19.10.2018
Дата изменения
19.10.2018
Постоянная ссылка
https://repository.rudn.ru/ru/records/article/record/1083/