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Reactions of octahydroacridine-4-carbonitrile (carboxamide) with electrophilic reagents

Екатерина В. Зализная, Олег К. Фарат, Николай Ю. Горобец, Виктор И. Марков, Роман И. Зубатюк, Александр В. Мазепа, Елена В. Ващенко
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Abstract


Octahydroacridine-4-carbonitrile (carboxamide) was shown to react with aryldiazonium salts and other electrophilic reagents in acidic and neutral media. The reactions occurred at the methine carbon atom, forming the corresponding 4-functionalized derivatives. The obtained azo compounds decomposed at 140–155°С with elimination of nitrogen and gave products formed by the reactions of radical intermediates.

How to Cite
Zaliznaya, E. V.; Farat, O. K.; Gorobets, N. Yu.; Markov, V. I.; Zubatyuk, R. I.; Mazepa, A. V.; Vashchenko, E. V. Chem. Heterocycl. Compd. 2015, 51, 327. [Khim. Geterotsikl. Soedin. 2015, 51, 327.]

For this article in the English edition see DOI 10.1007/s10593-015-1703-8

 


Keywords


diazonium salt; octahydroacridines; azo coupling; electrophilic substitution; Japp–Klingemann reaction; radical; radical reactions

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