Wohl-Ziegler Reaction
Mechanism of the Wohl-Ziegler Reaction
| Original publication | |
|---|---|
| Review |
Sample reactions
NBS
CCl4
NBS
hν
CCl4
10 °C, 3 h
CuBr, BzOOt-Bu
Dark
MeCN
-23 to 50 °C, 14 h, 62%
"Also isolated was the desired exocyclic allylic bromide (15 % yield, see next step)."
Bz2O2, NBS
CCl4
Reflux, 6 h, 71%
Bz2O2, NBS
CCl4
AIBN, NBS
CCl4
Reflux, 2 h, 95%
Bz2O2, NBS
CCl4
Reflux
Br2
hν
CCl4
RT, 20 min, 63%
Br2
hν
CCl4
RT, 2 h
Br2
hν
CCl4
Reflux, 3.5 h
Br2
hν
CCl4
Reflux, 30 min, 93%
Br2
hν
CCl4
Reflux, , 96%
AIBN, NBS
CCl4
Reflux, 3 h, 78%
NBS
CCl4
Reflux, 12 h, 92%
"The starting material is obtained in 5 steps from acenaphthene, see: Chem. Ber. 1963, 96, 1098."
Bz2O2, NBS
hν
CCl4
Reflux, 15 h, 100%
AIBN, NBS
CCl4
Reflux, 45 min, 77%
NBS
CCl4
Reflux, 3 h, 90%
Bz2O2, NBS
CCl4
Reflux, 3 h, 87%
AIBN, NBS
hv
CCl4
65 °C, 2 h