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l-Proline catalyzed four-component one-pot synthesis of coumarin-containing dihydropyrano[2,3-c]pyrazoles under ultrasonic irradiation

A simple and convenient approach to the synthesis of coumarin-containing dihydropyrano[2,3-c]pyrazoles via four-component reaction of β-dicarbonyl compound, phenylhydrazine, aromatic aldehydes and malononitrile in EtOH catalyzed by l-proline under ultrasonic irradiation is described. The reaction gi...

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Bibliographic Details
Published in:Tetrahedron 2016-11, Vol.72 (47), p.7599-7605
Main Authors: Seydimemet, Mengnisa, Ablajan, Keyume, Hamdulla, Mawjvda, Li, Wenbo, Omar, Adil, Obul, Mamateli
Format: Article
Language:English
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Summary:A simple and convenient approach to the synthesis of coumarin-containing dihydropyrano[2,3-c]pyrazoles via four-component reaction of β-dicarbonyl compound, phenylhydrazine, aromatic aldehydes and malononitrile in EtOH catalyzed by l-proline under ultrasonic irradiation is described. The reaction gives the coumarin-containing dihydropyrano[2,3-c]pyrazoles in good to excellent yields at room temperature. This method provides several advantages, such as shorter reaction time, environmental friendliness, simple workup procedure and higher yields. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2016.10.016