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New Heterocyclic Systems Based on Substituted 3,4-Dihydro-1H-Spiro[Quinoline-2,1'-Cycloalkanes]*

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Chemistry of Heterocyclic Compounds Aims and scope

The Stollé type reaction of 3,4-dihydro-1H-spiro[quinoline-2,1'-cycloalkane] hydrochlorides with oxalyl chloride gave 6-methyl-5,6-dihydrospiro[pyrrolo[3,2,1-ij]quinoline-4,1'-cycloalkane]-1,2-diones, which were used in cyclocondensation with various 1,2- and 1,3-dinucleophiles and in a three-component cyclocondensation with malononitrile (or ethyl cyanoacetate) and several carbonyl compounds with activated methylene group.

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The work was performed with support from the Russian Ministry of Education and Science within the framework of the State Assignment for Institutions of Higher Education for scientific activity for years 2014-2016 (project No. 4.2100.2014/K).

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Authors and Affiliations

  1. Voronezh State University, 1 Universitetskaya Sq., Voronezh, 394006, Russia

    S. M. Medvedeva, M. Yu. Krysin & Kh. S. Shikhaliev

  2. Peoples’ Friendship University of Russia, 6 Miklukho-Maklaya St., Moscow, 117198, Russia

    F. I. Zubkov & E. V. Nikitina

Authors
  1. S. M. Medvedeva
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  2. M. Yu. Krysin
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  3. F. I. Zubkov
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  4. E. V. Nikitina
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  5. Kh. S. Shikhaliev
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Corresponding author

Correspondence to Kh. S. Shikhaliev.

Additional information

*Dedicated to Yurii Nikolayevich Bubnov, the founder of allylborane chemistry and a major contributor to the chemistry of nitrogen heterocycles, on the occasion of his 80th birthday.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1388-1399, September, 2014.

Electronic supplementary material

Below is the link to the electronic supplementary material.

ESM 1

Supplementary information files containing IR spectra, mass spectra, 1Н and 13С NMR spectra for compounds 2-8 are available to authorized users. (PDF 53454 kb)

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Medvedeva, S.M., Krysin, M.Y., Zubkov, F.I. et al. New Heterocyclic Systems Based on Substituted 3,4-Dihydro-1H-Spiro[Quinoline-2,1'-Cycloalkanes]*. Chem Heterocycl Comp 50, 1280–1290 (2014). https://doi.org/10.1007/s10593-014-1590-4

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  • DOI: https://doi.org/10.1007/s10593-014-1590-4

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