期刊
TETRAHEDRON LETTERS
卷 54, 期 8, 页码 983-985出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2012.12.032
关键词
Acetals; Aldehydes; Biginelli reaction; 3,4-Dihydropyrimidin-2(1H)-ones/thiones; Green chemistry; Iron(III) tosylate; Multi-component reactions
资金
- American Chemical Society-Petroleum Research Fund [ACS PRF 51036-UR1]
The synthesis of dihydropyrimidinones and dihydropyrimidine thiones has attracted interest due to their biological activities. A common method for their synthesis is the Biginelli reaction, which is a one-pot condensation of an aryl aldehyde, urea (or thiourea), and ethyl acetoacetate. The Biginelli reaction is typically catalyzed by a Bronsted or Lewis acid. However, many of these catalysts such as BF3 center dot Et2O and AlCl3 are corrosive and/or toxic. Our continued interest in environmentally friendly organic synthesis prompted us to investigate the utility of iron(III) tosylate as a catalyst for the Biginelli reaction. The use of acetals in the Biginelli reaction is also reported. Iron(III) tosylate is an attractive catalyst for the Biginelli reaction because of its low cost, low toxicity, and ease of handling. (C) 2012 Elsevier Ltd. All rights reserved.
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