Herein we wish to report the facile synthesis of thioamides through the rearrangement of thiatriazolines. The azide and dithio acid precursors are coupled utilizing mild basic conditions and have been proven not to proceed through a complicating amine intermediate. Dithio acid/azide coupling efficiently generates thioamides where traditional thioacylation and isothiocyanate coupling techniques fail. This method uniquely provides a thioamidation at room temperature in water.
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Back to The 37th Middle Atlantic Regional Meeting (May 22-25, 2005)