Aza-Achmatowicz Reaction or Aza-Achmatowicz Rearrangement is the oxidative rearrangement of furanylamines or furylacetamides to hydropyridone.

Mechanism:

Aza-Achmatowicz Rearrangement

Furan with RNH-CH2– group [where R is goof leaving group], when treated with NaBr in Methanol, produces a dimethoxy compound. Which rearranges in acidic medium to produce hydropyridone.

Application:

Aza-Achmatowicz Rearrangement
1.
Aza-Achmatowicz Rearrangement
2.
Aza-Achmatowicz Rearrangement
3.