Further Information
Literature
Related Reactions
Friedel-Crafts-Alkylation
Friedel-Crafts Acylation
This
electrophilic aromatic substitution allows the synthesis of monoacylated
products from the reaction between arenes and acyl chlorides or
anhydrides. The products are deactivated, and do not undergo a second
substitution. Normally, a stoichiometric amount of the Lewis acid
catalyst is required, because both the substrate and the product form
complexes.
The Friedel-Crafts Alkylation
may give polyalkylated products, so the Friedel-Crafts Acylation is a
valuable alternative. The acylated products may easily be converted to
the corresponding alkanes via
Clemmensen Reduction or Wolff-Kishner Reduction.
Mechanism
Recent Literature
Reactions on a Solid Surface. A Simple, Economical and Efficient
Friedel-Crafts Acylation Reaction over Zinc Oxide (ZnO) as a New Catalyst
M. H. Sarvari, H. Sharghi, J. Org. Chem., 2004, 69, 6953-6956.
Simple and Improved Procedure for the Regioselective Acylation of Aromatic
Ethers with Carboxylic Acids on the Surface of Graphite in the Presence of
Methanesulfonic Acid
M. H. Sarvari, H. Sharghi, Synthesis,
2004, 2165-2168.
Zinc Mediated Friedel-Crafts Acylation in Solvent-Free Conditions under
Microwave Irradiation
M. H. Sarvari, H. Sharghi, J. Org. Chem., 2004,
69, 6953-6956.
Aluminum dodecatungstophosphate (AlPW12O40)
as a non-hygroscopic Lewis acid catalyst for the efficient Friedel-Crafts
acylation of aromatic compounds under solvent-less conditions
H. Firouzabadi, N. Iranpoor, F. Nowrouzi,
Tetrahedron, 2004, 60, 10843-10850.
In(III)-Mediated Chemoselective Dehydrogenative Interaction of ClMe2SiH with
Carboxylic Acids: Direct Chemo- and Regioselective Friedel-Crafts Acylation of
Aromatic Ethers
S. A. Babu, M. Yasuda, A. Baba, Org. Lett., 2007,
9, 405-408.
Trifluoromethanesulfonic acid catalyzed Friedel-Crafts acylation of
aromatics with β-lactams
K. W. Anderson, J. J. Tepe, Tetrahedron, 2002, 58, 8475-8481.
Reliable and Versatile Synthesis of 2-Aryl-Substituted Cinnamic Acid Esters
A. Ianni, S. R. Waldvogel,
Synthesis, 2006, 2103-2112.
Titanium(IV) Chloride-Mediated Ortho-Acylation of Phenols and Naphthols
A. Bensari, N. T. Zaveri, Synthesis,
2003, 267-271.
