Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5280681 | Tetrahedron Letters | 2005 | 4 Pages |
Abstract
An acid-catalyzed practical synthesis of 3-indolyl α,β-unsaturated carbonyl compounds using methyl 3-methoxyacrylate, methyl 3,3-dimethoxypropionate, or 1,1-dimethoxy-3-butanone is reported. 35% HCl aqueous solution catalyzes this reaction efficiently in acetic acid. One of the most favorable substrates is 3-(4-fluorophenyl)-1-isopropyl-1H-indole, which reacts nearly quantitatively to give the corresponding α,β-unsaturated ester, and the scope of the reaction can be extended to some electron-rich benzene derivatives.
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Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Weiqi Wang, Tetsuya Ikemoto,