A1 Refereed original research article in a scientific journal
Synthesis of new hybrid 1,4-thiazinyl-1,2,3-dithiazolyl radicals via Smiles rearrangement
Authors: Vasko P, Hurmalainen J, Mansikkamaki A, Peuronen A, Mailman A, Tuononen HM
Publisher: ROYAL SOC CHEMISTRY
Publication year: 2017
Journal: Dalton Transactions
Journal name in source: DALTON TRANSACTIONS
Journal acronym: DALTON T
Volume: 46
Issue: 46
First page : 16004
Last page: 16008
Number of pages: 5
ISSN: 1477-9226
DOI: https://doi.org/10.1039/c7dt03243a
Abstract
The condensation reaction of 2-aminobenzenethiols and 3-aminopyrazinethiols with 2-amino-6-fluoro-N-methylpyridinium triflate afforded thioether derivatives that were found to undergo Smiles rearrangement and cyclocondensation with sulphur monochloride to yield new hybrid 1,4-thiazine-1,2,3-dithiazolylium cations. The synthesized cations were readily reduced to the corresponding stable neutral radicals with spin densities delocalized over both 1,4-thiazinyl and 1,2,3-dithiazolyl moieties.
The condensation reaction of 2-aminobenzenethiols and 3-aminopyrazinethiols with 2-amino-6-fluoro-N-methylpyridinium triflate afforded thioether derivatives that were found to undergo Smiles rearrangement and cyclocondensation with sulphur monochloride to yield new hybrid 1,4-thiazine-1,2,3-dithiazolylium cations. The synthesized cations were readily reduced to the corresponding stable neutral radicals with spin densities delocalized over both 1,4-thiazinyl and 1,2,3-dithiazolyl moieties.
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