PEG-400 as green reaction medium for Lewis acid-promoted cycloaddition reactions with isoeugenol and anethole |
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| Authors: | Vladimir V. Kouznetsov,Diego R. Merchan Arenas,Arnold R. Romero Bohó rquez |
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| Affiliation: | Laboratorio de Química Orgánica y Biomolecular, Escuela de Química, Universidad Industrial de Santander, A. A. 678, Bucaramanga, Colombia |
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| Abstract: | 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·OEt2 in PEG-400, a green and reusable solvent, has been developed. Also, BF3·OEt2-catalyzed formal [3+2] cycloaddition reaction of trans-isoeugenol or trans-anethole with 1,4-benzoquinone in PEG-400 to give dihydrobenzo[b]furan derivatives has been described. |
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| Keywords: | Multi-component reaction Imino Diels-Alder reaction 2,3-Dihydrobenzofuran-5-ols Tetrahydroquinolines trans-Anethole trans-Isoeugenol Polyetilenglicol (PEG-400) Benzoquinone |
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