The Reaction of Huisgen Zwitterion with Diaryl-1,2-diones and Ketones: An Efficient Protocol for Carbon-Nitrogen Bond Formation
25 January 2007 (eFirst)
The reaction of Huisgen zwitterion, derived from triphenylphosphine and dialkyl azodicarboxylate, with diaryl-1,2-diones afforded N,N-dicarboalkoxy monohydrazones via a mechanistically novel rearrangement. Cyclic and acyclic ketones furnished vinyl hydrazinedicarboxylates under similar conditions.
betaines - diazo compounds - hydrazones - ketones - rearrangements