NEW MULTICOMPONENT METHOD FOR THE SYNTHESIS OF POLYHYDROGENATED PYRAZINO[1,2-<i>a</i>]QUINOLINES

Authors

  • Светлана М. Медведева Voronezh State University, 1 Universitetskaya Sq., Voronezh 394018
  • Хидмет С. Шихалиев Voronezh State University, 1 Universitetskaya Sq., Voronezh 394018
  • Михаил Ю. Крысин Voronezh State University, 1 Universitetskaya Sq., Voronezh 394018
  • Ирина В. Гоцак N. N. Burdenko Voronezh State Medical University, 10 Studencheskaya St., Voronezh 394036

DOI:

https://doi.org/10.1007/3182

Keywords:

methyl (3-oxopiperazin-2-ylidene)acetate, 2-oxopiperazine, pyrazino[1, 2-a]quinoline, multicomponent reactions

Abstract

A new one-pot method for the synthesis of 2,3,4,6,7,8,9,10-octahydro-1H-pyrazino[1,2-a]quinolines was developed based on a three-component reaction between methyl (3-oxopiperazin-2-ylidene)acetate, aromatic aldehydes, and cyclohexane-1,3-diones. It was shown by HPLC-MS analysis that this cascade reaction involved a sequence of steps including condensation between 1,3-diketone and aldehyde, addition of heterocyclic enaminone as a С-nucleophile, and intramolecular heterocyclization.

Authors: Svetlana M. Medvedeva, Khidmet S. Shikhlaliev*,
Mikhail Yu. Krysin, Irina V. Gotsak

 

Author Biographies

Светлана М. Медведева, Voronezh State University, 1 Universitetskaya Sq., Voronezh 394018

Светлана Михайловна Медведева

доцент кафедры органической химии

Хидмет С. Шихалиев, Voronezh State University, 1 Universitetskaya Sq., Voronezh 394018

Хидмет Сафарович Шихалиев

заведующий кафедрой органической химии

Михаил Ю. Крысин, Voronezh State University, 1 Universitetskaya Sq., Voronezh 394018

Михаил Юрьевич Крысин

профессор кафедры органической химии

Ирина В. Гоцак, N. N. Burdenko Voronezh State Medical University, 10 Studencheskaya St., Voronezh 394036

Ирина Викторовна Гоцак

ассистент, стоматологический факультет

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Published

2016-06-01

Issue

Vol. 52 No. 5 (2016)

Section

Original Papers