Regioselectivity of cyclization of 3-allyl(propargyl)sulfanyl-5H-[1,2,4]triazino[5,6-b]indoles |
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| Authors: | R. I. Vasˈkevich A. I. Vasˈkevich A. V. Turov V. I. Staninets M. V. Vovk |
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| Affiliation: | (1) Institute of Organic Chemistry, Ukraine National Academy of Sciences, 5 Murmanska St., Kyiv, 02094, Ukraine;(2) Taras Shevchenko Kyiv National University, 64 Volodymyrska St., Kyiv, 01601, Ukraine |
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| Abstract: | The interaction of 3-allylsulfanyl-5H-[1,2,4]triazino[5,6-b]indole with iodine led to 1-iodomethyl-1,2-dihydro[1,3]thiazolo[2',3':3,4][1,2,4]triazino[5,6-b]indol-11-ium pentaiodide with an angular structure, on the basis of which 1-iodomethyl-1,2-dihydro[1,3]thiazolo-, 1-methylidene-1,2-di-hydro[1,3]thiazolo, and 1-methyl[1,3]thiazolo derivatives were obtained. The intramolecular cyclization of 3-propargyl(allyl)sulfanyl-5H-[1,2,4]triazino[5,6-b]indoles under the influence of concentrated sulfuric acid led to linear annelated products:3-methyl[1,3]thiazolo[3',2':2,3][1,2,4]tri-azino[5,6-b]indole or its 2,3-dihydro derivative. |
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