Synthesis of Corannulene

C20H10
Principal investigator | Richard G. Lawton |
---|---|
Publication year | 1971 |
Synthesis type | Total |
Number of steps | 12 (linear) |
References |
Part 1 of 1
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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."


KOt-Bu
PhH, t-BuOH
45-55 °C, 60 min

KOH
MeOH
Reflux, 6.5 h, 97% (2 steps)


HClO4,
Pd/C,
H2
3 atm
AcOH, H2O
RT, 22 h, 54%

CH2N2
Et2O
RT, 3 h, 93%


NaBH4
n-PrOH
RT, 90 min


Vacuum
100 °C, 10.5 h, 92% (2 steps)

NaBH4
EtOH, PhH
RT, 30 min, 94%

Pd/C
100 to 275 °C, 2 h, 16%
