Russian Journal of General Chemistry

, Volume 88, Issue 3, pp 418–424 | Cite as

Synthesis of N-Tosylates of 4-Methoxy-1,2,3,4-tetrahydrocarbazole and 2-(6-Methoxy-1-cycloalken-1-yl)anilines

  • I. А. Kirillova
  • М. M. Zalimova
  • R. V. Mulyukova
  • Yu. V. Vakhitova
  • R. N. Khusnitdinov
  • R. R. Gataullin
Article
  • 3 Downloads

Abstract

The reaction of N-tosylates of 2-(1-cycloalken-1-yl)anilines and 2,3,9a,9-tetrahydro-1H-carbazole with methanol in the presence of CuBr2 proceeds with high regioselectivity leading to the corresponding tosylates of 2-(6-methoxy-1-cycloalken-1-yl)anilines and 4-methoxy-1,2,3,4-tetrahydrocarbazole. The latter as well as N-mesyl-1,2,3,4-tetrahydrocarbazole showed moderate cytotoxic activity with respect to HEK293 cell line.

Keywords

indoles methoxylation tetrahydrocarbazole regioselectivity cytotoxic activity 

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Copyright information

© Pleiades Publishing, Ltd. 2018

Authors and Affiliations

  • I. А. Kirillova
    • 1
  • М. M. Zalimova
    • 1
  • R. V. Mulyukova
    • 2
  • Yu. V. Vakhitova
    • 2
  • R. N. Khusnitdinov
    • 3
  • R. R. Gataullin
    • 3
  1. 1.Bashkir State UniversityUfaRussia
  2. 2.Institute of Biochemistry and Genetics, Ufa Scientific CenterRussian Academy of SciencesUfaRussia
  3. 3.Institute of Organic ChemistryRussian Academy of SciencesUfaRussia

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