Chemodivergent Synthesis of Sulfonamide and Sulfones from N-Tosylhydrazones by Switching Catalyst and Temperature

A catalyst- and temperature-controlled selective synthesisof sulfonamideand sulfones from N-tosylhydrazones and MBH carbonateshas been developed. The use of palladium catalysts exclusively leadsto sulfonamide products at room temperature, whereas the selectivesynthesis of sulfones is dominant for a temperature-controlled couplingreaction without palladium catalysis. Importantly, the catalyst- ortemperature-controlled reaction exhibits high nucleophilicity ratherthan carbene reactivity in these transformations.