CONDENSED ISOQUINOLINES. 28. SYNTHESIS AND PROPERTIES OF 10a,15b-DIAZADIBENZO[<i>a</i>,<i>e</i>]PLEIADEN-11-ONES

Authors

  • В. М. Кисиль Taras Shevchenko Kiev National University, 01033 Kiev
  • Л. М. Потиха Taras Shevchenko Kiev National University, 01033 Kiev
  • А. В. Туров Taras Shevchenko Kiev National University, 01033 Kiev
  • В. А. Ковтуненко Taras Shevchenko Kiev National University, 01033 Kiev

DOI:

https://doi.org/10.1007/6985

Keywords:

10a, 15b-diazadibenzo[a, e]pleiadene, isoquino[2, 3-a]quinazoline, quinazolino[3, 2-b][2]benzazepine, borohydride reduction, oxidation

Abstract

The reaction of 7,12-dihydro-5H-isoquino[2,3-a]quinazolin-5-ones with o-xylidene dibromide leads to 11-oxo-4bH,5H,10H,11H,16H-10a-aza-15b-azoniadibenzo[a,e]pleiadene bromides, which are converted to 11-oxo-10H,11H,16H-10a-aza-15b-azoniadibenzo[a,e]pleiadene salts upon oxidation using nitrobenzene. The reaction of these salts with benzylamine leads to 6-{2-[(benzylimino)methyl]-phenyl}-7,12-dihydroisoquino[3,2-b][2]benzazepin-14(6H)-ones, which recyclize to 11-oxo-5H,10H,11H-10a-aza-15b-azoniadibenzo[a,e]pleiadene perchlorates upon the action of perchloric acid. The reactions of the 10a,15b-diazadibenzo[a,e]pleiadene salts obtained with NaBH4  were studied and the structures of the reduction products were determined by spectral methods.

How to Cite
Kisil, V. M.; Potikha, L. M.; Turov, A. V.; Kovtunenko, V. A.  Chem. Heterocycl. Compd. 2008, 44, 214. [Khim. Geterotsikl. Soedin. 2008, 280.]

For this article in the English edition see DOI 10.1007/s10593-008-0025-5


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Published

2022-08-15

Issue

No. 2 (2008)

Section

Original Papers