期刊
TETRAHEDRON LETTERS
卷 49, 期 19, 页码 3097-3100出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2008.03.049
关键词
multi-component reaction; imino Diels-Alder reaction; 2,3-dihydrobenzofuran-5-ols; tetrahydroquinolines; trans-anethole; trans-isoeugenol; polyetilenglicol (PEG-400); benzoquinone
A simple and efficient one-pot method for the synthesis of new 2,4-diaryl-1,2,3,4-tetrahydroquinolines using a three-component imino Diels-Alder cycloaddition between trans-isoeugenol or trans-anethole, anilines, and benzaldehyde in the presence of BF3 center dot OEt2 in PEG-400, a green and reusable solvent, has been developed. Also, BF3 center dot OEt2-catalyzed formal [3+2] cycloaddition reaction of tralls-isoeugenol or trans-anethole with 1,4-benzoquinone in PEG-400 to give dihydrobenzo[b]furan derivatives has been described. (C) 2008 Elsevier Ltd. All rights reserved.
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