Synthesis of Corannulene

Structure of Corannulene

C20H10

Principal investigatorJay S. Siegel
Publication year1999
Synthesis typeTotal
Number of steps 10 (linear)
References
Part 1 of 1
intermediate structure
(CH2O)n, HCl
AcOH, H2O
50 °C, 24 h, 62%
intermediate structure
KCN
Acetone, H2O
Reflux, 12 h, 99%
intermediate structure
H2SO4
AcOH, H2O
Reflux, 6 h, 90%
intermediate structure
SOCl2
CHCl3
Reflux, 60 min
intermediate structure
AlCl3
PhNO2
RT, 2 d, 82% (2 steps)
intermediate structure
SeO2
Dioxane , H2O
60 °C, 2 d, 91%
intermediate structure + intermediate structure
KOH
MeOH
RT, 30 min, 85%
See the Aldol Addition
intermediate structure + intermediate structure
Ac2O
125 °C, 30 h, 74%
intermediate structure
NBS, Bz2O2
CCl4
Reflux, 15 h, 100%
intermediate structure
Zn-Cu, TiCl4
DME
Reflux, 2 d, 80%
intermediate structure