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).
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Voronezh State University, Voronezh 394693, Russia. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 656–660, May, 1999.
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Shikhaliev, K.S., Medvedeva, S.M., Ermolova, G.I. et al. 4,4-dimethyl-4,5-dihydro-1,2-dithiolo-[3,4-c]quinoline-1-thiones in 1,3-dipolar cycloaddition reactions with acetylenic dipolarophiles. Chem Heterocycl Compd 35, 587–591 (1999). https://doi.org/10.1007/BF02324643
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DOI: https://doi.org/10.1007/BF02324643