HERON rearrangement

What is HERON rearrangement?

The HERON rearrangement, which stands for HEteroatom Rearrangements On Nitrogen, is a chemical reaction that involves the migration of oxygen from the nitrogen atom to the carbonyl carbon in bisheteroatom-substituted amides. This reaction leads to the formation of esters and 1,1-diazenes. Additionally, analogues of N,N’-diacyl-N,N’-dialkoxyhydrazines undergo thermal decomposition, which involves two consecutive rearrangements, ultimately producing esters and N2.

HERON Rearrangement - Heteroatom Rearrangements on Nitrogen
HERON rearrangement