Aza -Quasi-Favorskii Reaction: Construction of Highly Substituted Aziridines through a Concerted Multibond Rearrangement Process.
Padmanabha V KattamuriJidong ZhaoTamal Kanti DasJuha H SiitonenNathan MorganDaniel H EssLászló KürtiPublished in: Journal of the American Chemical Society (2022)
A new molecular rearrangement, the aza -Quasi-Favorskii rearrangement, has been developed for the construction of highly substituted aziridines. Electron-deficient O -sulfonyl oximes react readily with α,α-disubstituted acetophenone-derived enolates to furnish highly substituted aziridines via this unprecedented domino process. In-depth computational studies reveal an asynchronous yet concerted nitrenoid-type rearrangement pathway.