REGIOSELECTIVITY OF CYCLIZATION OF 3-ALLYL(PROPARGYL)SULFANYL-5<i>H</i>-[1,2,4]TRIAZINO[5,6-<i>b</i>]INDOLES
DOI:
https://doi.org/10.1007/1448Keywords:
3-allyl(propargyl)sulfanyl-5H-[1, 2, 4]triazino[5, 6-b]indoles, linear and angular [1, 3]thia-zolo[2', 3', 3, 6-b]indole derivatives, intramolecular cyclization, thiazoloannelationAbstract
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]triazino[5,6-b]indole or its 2,3-dihydro derivative.
Authors: R. I. Vas'kevich, A. I. Vas'kevich, A. V. Turov, V. I. Staninets, and M. V. Vovk
English translation in Chemistry of Heterocyclic Compounds, 2011, 47 (8), pp 1037-1042
