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Named reactions

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Search synthesis

Corannulene

Chemical structure of Corannulene
C20H10
Author Richard G. Lawton
Publication year 1971
Synthesis type Total synthesis
Number of steps 12 (linear)
Reference

Browse hundreds of other total syntheses.

Part 1 of 1
Chemical structure
NBS
CCl4
Reflux, 12 h, 92%

See the Wohl-Ziegler Reaction
The starting material is obtained in 5 steps from acenaphthene, see: Chem. Ber. 1963, 96, 1098.
Chemical structure + Chemical structure
KOt-Bu
t-BuOH, PhH
45-55 °C, 60 min
Chemical structure
KOH
MeOH
Reflux, 6.5 h, 97% (2 steps)
Chemical structure
PPA
85 °C, 60 min, 73%

See the Friedel-Crafts Acylation
Chemical structure
H2, Pd/C, HClO4
3 atm
AcOH, H2O
RT, 22 h, 54%
Chemical structure
CH2N2
Et2O
RT, 3 h, 93%
Chemical structure
Na
Et2O, NH3, MeOH
-78 °C, 15 min, 48%

See the Acyloin Condensation
Chemical structure
NaBH4
n-PrOH
RT, 90 min
Chemical structure
HCl
AcOH, H2O
Reflux, 5 min

See the Pinacol Rearrangement
Chemical structure
Vacuum
100 °C, 10.5 h, 92% (2 steps)
Chemical structure
NaBH4
EtOH, PhH
RT, 30 min, 94%
Chemical structure
Pd/C
100 to 275 °C, 2 h, 16%
Chemical structure

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