Chemistry of Heterocyclic Compounds

, Volume 35, Issue 5, pp 587–591 | Cite as

4,4-dimethyl-4,5-dihydro-1,2-dithiolo-[3,4-c]quinoline-1-thiones in 1,3-dipolar cycloaddition reactions with acetylenic dipolarophiles

  • Kh. S. Shikhaliev
  • S. M. Medvedeva
  • G. I. Ermolova
  • G. V. Shatalov
Article

Abstract

The behavior of 4,4-dimethyl-4,5-dihydro-1,2-dithiolo[3,4-c]quinoline-1-thiones in the 1,3-dipolar cycloaddition reaction with acetylenic dipolarophiles has been studied. The rate of cycloaddition is reduced along with the decrease of electron-deficiency of the triple bond. Substituted 4-(1′,3′-dithiol-2′-ylidene)-1,2-dihydroquinoline-3-thiones were shown to be the reaction products. On using a twofold excess of acetylenedicarboxylic acid dimethyl ester, adducts of composition 1∶2 were formed which occured to be substituted 1′, 3′-dithiole-2′-spiro-1-(5,6-dihydrothiino[2,3-c]quinolines).

Keywords

Ester Organic Chemistry Adduct Dimethyl Quinoline 

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Copyright information

© Kluwer Academic/Plenum Publishers 1999

Authors and Affiliations

  • Kh. S. Shikhaliev
  • S. M. Medvedeva
  • G. I. Ermolova
  • G. V. Shatalov

There are no affiliations available

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