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Centrohexaindane

The Broken Fenestrane Route to Centrohexaindane.

Chemical structure of Centrohexaindane
Author Dietmar Kuck
Publication year 1995
Synthesis type Total synthesis
Number of steps 7 (linear)
References

Browse hundreds of other total syntheses.

Part 1 of 1
Chemical structure
BnBr, KF, Celite ®
Arrow head
MeCN
75 °C, 18 h, 89 %
Chemical structure
LiAlH4
Arrow head
THF
Reflux, 4 h, 99 %
Chemical structure
H3PO4
Dean-Stark
Arrow head
Xylene(s)
Reflux, ON, 92 %

See the Friedel-Crafts Alkylation
Chemical structure
Br2
hν
Arrow head
CCl4
RT, 2 h

See the Wohl-Ziegler Reaction
Chemical structure
AlBr3
Arrow head
PhH
RT to 50 °C, 7 d, 88 % (2 steps)

See the Friedel-Crafts Alkylation
Chemical structure
Br2
hν
Arrow head
CCl4
Reflux, 3.5 h

See the Wohl-Ziegler Reaction
Chemical structure
AlBr3
Arrow head
PhH
RT, 3-5 d, 57 % (2 steps)

See the Friedel-Crafts Alkylation
Chemical structure

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