Friedel-Crafts alkylation of benzene with α,β-unsaturated amides |
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Authors: | Konstantin Yu. Koltunov,Sté phane Walspurger,Jean Sommer |
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Affiliation: | Laboratoire de Physico-Chimie des Hydrocarbures, UMR 7513, Université L. Pasteur, 4 rue B. Pascal, 67000 Strasbourg, France |
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Abstract: | A variety of α,β-unsaturated amides (RHCCH2CONR′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. |
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Keywords: | Friedel-Crafts Alkylation Superelectrophile Aluminum chloride Amide |
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