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Title: Reaction of 5-halo-1,2,3-thiadiazoles with aliphatic diamines. Synthesis and intramolecular cyclization of bis(1,2,3-triazolyl-1,2,3-thiadiazolyl)sulfides
Authors: Volkova, NN ×
Tarasov, EV
Kodess, MI
Van Meervelt, Luc
Dehaen, Wim
Bakulev, VA #
Issue Date: Jan-2003
Publisher: Royal soc chemistry
Series Title: Organic & biomolecular chemistry vol:1 issue:22 pages:4030-4038
Abstract: Bis[1,2,3] triazolo[1,5-f:5',1'-b][1,3,6] thiadiazepine and [1,5-g:5',1'-b][1,3,7] thiadiazocine ring systems have been synthesized from 5-halo-1,2,3-thiadiazoles and aliphatic diamines. We have found that the last step of the process is the cyclization of initially formed bis(1,2,3-triazolyl- 1,2,3-thiadiazolyl) sulfides. The structures of the intermediates and products were supported by different NMR spectroscopic methods (H-1 coupled C-13 NMR, 2D HETCOR, HMBC and 1D INADEQUATE experiments) and mass spectrometry. Differences in the reaction pathway for aliphatic and less nucleophilic aromatic diamines were determined.
URI: 
ISSN: 1477-0520
Publication status: published
KU Leuven publication type: IT
Appears in Collections:Biochemistry, Molecular and Structural Biology Section
Molecular Design and Synthesis
× corresponding author
# (joint) last author

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