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Environmentally benign syntheses of flavanones |
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| Authors: | Po-Yuan ChenTzu-Pin Wang Michael Y ChiangKeng-Shian Huang Cherng-Chyi TzengYi-Long Chen Eng-Chi Wang |
| Institution: | a Department of Medicinal and Applied Chemistry, Kaohsiung Medical University, Kaohsiung City 807, Taiwan b National Sun Yat-Sen University, Kaohsiung City 804, Taiwan c School of Chinese Medicine for Post-Baccalaureate, I-Shou University, Kaohsiung 82445, Taiwan |
| Abstract: | Mild and environmentally benign methods for the syntheses of flavanones are described. The reaction of o-hydroxyacetophenones (1) and benzaldehydes (2) in water in the presence of DABCO at room temperature gave 3-hydroxy-1-(2-hydroxylphenyl)-3-arylpropan-1-ones (3a-i) as intermediates. Followed by an intramolecular dehydration of the 3a-i with the modified Mitsunobu’s reaction, the target flavanones (4a-i) were obtained. Moreover, the reaction of 1 and 2 at the same conditions but at reflux gave flavanones in one pot with good yields. |
| Keywords: | Flavanones Claisen-Schmidt reaction Mitsunobu&rsquo s reaction Intramolecular cyclization |
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