C-N Bond Activation of N,N'-Dialkylacylhydrazines Mediated by β-Fragmentation of Nitrogen-Centered Radical.

In the presence of tert-butylnitrite and dioxygen, the C-N bond activation of N,N'-dialkylacylhydrazines was realized, providing a series of N-nitrosoacylhydrazines in high yields. Different from transition-metal and other radical catalysis, this reaction is mediated by a nitrogen-centered radical of the corresponding N,N'-dialkylacylhydrazine and further β-fragmentation, which was supported by the mechanistic study.