Doebner-Miller Reaction

Schematic representation of the Doebner-Miller Reaction.
Mechanism of the Doebner-Miller Reaction
Mechanism of the Doebner-Miller Reaction
Sample reactions
intermediate structure intermediate structure
TsOH, Cu(OAc)2
CHCl3
Reflux, 8.5 h, 50%
intermediate structure
intermediate structure intermediate structure
HCl
CH2Cl2
RT, 17 h, 90%
intermediate structure
intermediate structure intermediate structure
HCl
CH2Cl2
RT, 24 h, 95%
intermediate structure