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Non-innocent pyridyl nitrogens: unprecedented interconversion of N-bridgehead-thiadiazolium salts and thiatriazine in the generation of thiatriazinyl
Journal article   Open access  Peer reviewed

Non-innocent pyridyl nitrogens: unprecedented interconversion of N-bridgehead-thiadiazolium salts and thiatriazine in the generation of thiatriazinyl

Alicea A. Leitch, Ilia Korobkov, Abdeljalil Assoud and Jaclyn L. Brusso
Chemical communications (Cambridge, England), Vol.50(38), pp.4934-4936
01/01/2014
DOI: https://doi.org/10.1039/c4cc01433b
PMID: 24699762

Abstract

Chemistry Chemistry, Multidisciplinary Physical Sciences Science & Technology
Condensation of N-2-pyridylimidoyl-2-pyridylamidine with S2Cl2 affords fused N-bridgehead-1,2,5-thiadiazolium salts, which can be converted to 3,5- bis(2-pyridyl)-4-hydro-1,2,4,6-thiatriazine (Py(2)TTAH). Oxidation of Py(2)TTAH with iodine yields the corresponding 1,2,4,6-thiatriazinyl radical, identified by EPR spectroscopy.
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https://doi.org/10.1039/c4cc01433bView
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