Base-Mediated Tandem [3 + 2] Cycloaddition/Ring Openning Reaction of Arylhydrazonoyl Chlorides with Arylnitroso Compounds for Synthesis of Substituted Diazene Oxides.

A base-mediated tandem [3 + 2] cycloaddition/ring opening reaction of nitrilimines generated from arylhydrazonoyl chlorides with arylnitroso compounds has been developed. This protocol provides a novel and rapid approach for the synthesis of substituted azoxy compounds under mild conditions with moderate to good yields and a broad substrate scope.