Synthesis of Secondary Amides from Thiocarbamates

The synthesis of secondary amides from readily accessible and bench-stable substituted <i>S</i>-phenyl thiocarbamates and Grignard reactants is reported. Oxidative workup allows recycling of the thiolate leaving group as diphenyl disulfide. Diphenyl disulfide can be transformed into <i>S</i>-phenyl benzenethiosulfonate, a reactant required for thiocarbamate synthesis. This amide synthesis is suitable for the preparation of challenging amides that are not or hardly accessible via classical approaches