Synthesis of Circulene

C28H14
Principal investigator | Koji Yamamoto |
---|---|
Publication year | 1993 |
Synthesis type | Total |
Number of steps | 14 (linear) |
References |
Part 1 of 1

H2O,
HCl,
Sn
PhMe
Reflux, 5 h, 70%

- NaNO2 , H2SO4
- HgBr2 , KBr
H2O
0 °C



Thiourea
EtOH
Reflux, 13 h

NaOH
H2O
Reflux, 8 h, 55% (2 steps)


Cs2CO3
DMF
50 °C to Reflux, 8 h, 56%

(MeO)2CHBF4
CH2Cl2
-15 °C to RT, 24 h, 98%


mCPBA
CHCl3
0 °C to RT, 12 h, 100%

300 °C, 63%

I2
hv
Cyclohexane
2 h, 42%

- n-BuLi
- DMF
THF
-78 °C to RT, 2 h, 54%

