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Friedel-Crafts Alkylation of Benzene with α,β-Unsaturated Amides Full article

Journal Tetrahedron Letters
ISSN: 0040-4039
Output data Year: 2004, Volume: 45, Number: 18, Pages: 3547-3549 Pages count : 3 DOI: 10.1016/j.tetlet.2004.03.067
Tags Alkylation, Aluminum chloride, Amide, Friedel-Crafts, Superelectrophile
Authors Koltunov Konstantin Yu. 1 , Walspurger Stéphane 1 , Sommer Jean 1
Affiliations
1 Laboratoire de Physico-Chimie des Hydrocarbures, UMR 7513, Universite L. Pasteur, 4 rue B. Pascal, 67000 Strasbourg, France

Funding (2)

1 University of Southern California
2 French National Centre for Scientific Research

Abstract: A variety of α,β-unsaturated amides (RHCCH2CONR′2, R=H, Me, Ar; R′=H or Et) readily condense with benzene at room temperature in the presence of an excess of aluminum chloride to give the corresponding 3-phenylpropionamides in excellent yields. This simple, one-pot procedure proved to be efficient and very clean. The mechanism of these and related reactions is discussed and the participation of superelectrophilic dicationic intermediates is suggested.
Cite: Koltunov K.Y. , Walspurger S. , Sommer J.
Friedel-Crafts Alkylation of Benzene with α,β-Unsaturated Amides
Tetrahedron Letters. 2004. V.45. N18. P.3547-3549. DOI: 10.1016/j.tetlet.2004.03.067 WOS Scopus РИНЦ ANCAN OpenAlex
Dates:
Submitted: Feb 18, 2004
Accepted: Mar 12, 2004
Published online: Apr 1, 2004
Published print: Apr 26, 2004
Identifiers:
Web of science: WOS:000221022500002
Scopus: 2-s2.0-1842737315
Elibrary: 14364152
Chemical Abstracts: 2004:304090
Chemical Abstracts (print): 141:54036
OpenAlex: W2150154479
Citing:
DB Citing
Web of science 22
Scopus 24
OpenAlex 27
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