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An efficient protocol for the formation of aminothiatriazoles from thiocarbamoylimidazolium salts

โœ Scribed by Marisa G Ponzo; Ghotas Evindar; Robert A Batey


Publisher
Elsevier Science
Year
2002
Tongue
French
Weight
137 KB
Volume
43
Category
Article
ISSN
0040-4039

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โœฆ Synopsis


A new protocol for the formation of substituted aminothiatriazoles from thiocarbamoylimidazolium salts is outlined. Thiocarbamoylimidazolium salts are synthesized from the corresponding amines by treatment with thiocarbonyldiimidazole (TCDI) followed by methylation with iodomethane. Thiocarbamoylimidazolium salts are shown to act as thiocarbamoyl cation equivalents. Substitution of the salts by azide anion followed by electrocyclization affords substituted aminothiatriazoles in good to excellent yields.


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