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

Authors

  • Екатерина В. Зализная Ukrainian State University of Chemical Technology
  • Олег К. Фарат Ukrainian State University of Chemical Technology
  • Николай Ю. Горобец State Scientific Institution " Institute for Single Crystals" , National Academy of Sciences of Ukraine
  • Виктор И. Марков Ukrainian State University of Chemical Technology
  • Роман И. Зубатюк State Scientific Institution " Institute for Single Crystals" , National Academy of Sciences of Ukraine
  • Александр В. Мазепа A. V. Bogatskii Physicochemical Institute, National Academy of Sciences of Ukraine
  • Елена В. Ващенко State Scientific Institution " Institute for Single Crystals" , National Academy of Sciences of Ukraine

DOI:

https://doi.org/10.1007/2272

Keywords:

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

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

 

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Published

2015-04-21

Issue

Vol. 51 No. 4 (2015)

Section

Original Papers