Friedel-Crafts Acylation

Schematic representation of the Friedel-Crafts Acylation.
Mechanism of the Friedel-Crafts Acylation
Mechanism of the Friedel-Crafts Acylation
Sample reactions
intermediate structure
Sc(OTf)3, LiClO4
MeNO2
60 °C, 4 h, 32% (2 steps)
intermediate structure
intermediate structure
AcCl, AlCl3
CH2Cl2
Reflux, 2 h, 86%
"The starting material is an intermediate of the second part of this synthesis."
intermediate structure
intermediate structure intermediate structure
ZnCl2
CH2Cl2
Reflux, 2 h, 79%
intermediate structure
intermediate structure
AlCl3
CS2
Reflux, 60 min, 77% (2 steps)
intermediate structure
intermediate structure intermediate structure
SnCl4
MeNO2
60%
intermediate structure
intermediate structure
P2O5
MsOH
RT, 10 h, 75%
intermediate structure
intermediate structure
AlCl3
CH2Cl2
51% (3 steps)
intermediate structure
intermediate structure
P2O5, H3PO4
EtCO2H
70 °C, 60 min, 73%
intermediate structure
intermediate structure
(CF3CO)2O
DCE
0 °C to RT, 60 min, 90%
intermediate structure
intermediate structure intermediate structure
AlCl3
MeNO2
RT, 5.5 h, 90%
intermediate structure
intermediate structure
PPA
85 °C, 60 min, 73%
intermediate structure
intermediate structure
AlCl3
PhNO2
RT, 2 d, 82% (2 steps)
intermediate structure
intermediate structure
BF3.OEt2
CH2Cl2
RT to reflux, ON, 77% (3 steps)
intermediate structure
intermediate structure
AcCl, AlCl3
PhNO2
5 °C, 4 d, 23%
"Purified by crystallization of the semicarbazone."
intermediate structure