2-(ADAMANTAN-1-YL)IMIDAZO[1,2-<i>a</i>]PYRIDINES AND THEIR DERIVATIVES

Authors

  • Р. И. Юрченко National Technical University of Ukraine, Kiev 03056
  • А. Д. Пономаренко National Technical University of Ukraine, Kiev 03056
  • Н. Н. Сваровская National Technical University of Ukraine, Kiev 03056
  • А. А. Толмачев National Technical University of Ukraine, Kiev 03056

DOI:

https://doi.org/10.1007/8306

Keywords:

2-(adamantan-1-yl)imidazo[1, 2-a]pyridines, bromination, nitrosation, the Ritter reaction

Abstract

A series of 1-adamantylimidazo[1,2-a]pyridines has been synthesized. The  negative influence of electron-acceptor substituents in the pyridine ring on the alkylation of substituted 2-aminopyridines with bromomethyl (adamantan-1-yl) ketone has been demonstrated. Bromination of adamantylimidazo-[1,2-a]pyridines on boiling in liquid bromine or in the presence of a Lewis acid resulted in insertion of a bromine atom in the imidazole ring without affecting the adamantane nucleus. The compounds studied take part in the Ritter reaction despite the absence of an easily removed groups in the adamantane nucleus.

How to Cite
Yurchenko, R. I.; Ponomarenko, A. D.; Svarovskaya, N. N.; Tolmachev, A. A.  Chem. Heterocycl. Compd. 2005, 41, 656. [Khim. Geterotsikl. Soedin. 2005, 761.]

For this article in the English edition, see DOI 10.1007/s10593-005-0198-0


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Published

2023-11-15

Issue

No. 5 (2005)

Section

Original Papers