Copper-Catalyzed Sulfonylation of Cyclobutanone Oxime Esters with Sulfonyl Hydrazides

Conclusions

The paper reported a simple and efficient copper-catalyzed iminyl radical-mediated C–C single-bond cleavage/radical cross-coupling reaction of oxime esters with sulfonyl hydrazides. This selective heterocoupling protocol of transient -cyanoalkyl radicals with persistent sulfonyl radicals derived from simple sulfonyl hydrazides provides an efficient strategy to rapidly forge -cyanoalkyl sulfones. These products are expected to have application in organic synthesis, and this method might be applied to the synthesis of pharmaceutical molecules and for the production of distal amino acids by breaking the C–S bond.