HETEROCYCLES WITH A BRIDGING NITROGEN ATOM. 15. THE NOVEL RECYCLIZATION OF DIPYRIDO[1,2-<i>a</i>:1',2'-<i>c</i>]IMIDAZOLIUM SALTS TO PYRIDO[1,2-<i>a</i>]BENZIMIDAZOLE-8-CARBOXALDEHYDES

Authors

  • Е. В. Бабаев M. V. Lomonosov Moscow State University, Moscow 119992
  • Г. А. Тихомиров M. V. Lomonosov Moscow State University, Moscow 119992

DOI:

https://doi.org/10.1007/8412

Keywords:

dipyrido[1, 2-a, 1', 2'-c]imidazoles, pyrido[1, 2-a]benzimidazole, tricyclic aromatic heterocycles with a bridging nitrogen atom, recyclization, synthesis of aldehydes, transformation of a pyridine ring to benzene

Abstract

A previously unknown recyclization of an 11-acyldipyrido[1,2-a:1',2'-c]imidazolium cation to 8-formyl-9-methyl(aryl)pyrido[1,2-a]benzimidazoles has been discovered. The proposed reaction mechanism includes  a  selective  opening of one of the pyridinium rings and the formation of a benzaldehyde fragment via condensation of the intermediate with the participation of the acyl group.

How to Cite
Babaev, E. V.; Tikhomirov, G. A.  Chem. Heterocycl. Compd. 2005, 41, 119. [Khim. Geterotsikl. Soedin. 2005, 135.]

For this article in the English edition, see DOI 10.1007/s10593-005-0117-4


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Published

2023-12-06

Issue

No. 1 (2005)

Section

Original Papers