4.4 Article

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

Journal

TETRAHEDRON
Volume 72, Issue 47, Pages 7599-7605

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2016.10.016

Keywords

Coumarin; Dihydropyrano[2,3-c]pyrazole; Ultrasound irradiation; Multi-component reaction; One-pot synthesis; L-Proline

Funding

  1. National Natural Science Foundation of China [21462041]
  2. Natural Science Foundation for Distinguished Young Scholars of Xinjiang Uyghur Autonomous Region [Qn2015jq002]
  3. Tianshan Talent Cultivation Project of Xinjiang Uyghur Autonomous Region

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A simple and convenient approach to the synthesis of coumarin-containing dihydropyrano[2,3-c]pyrazoles via four-component reaction of beta-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. (C) 2016 Elsevier Ltd. All rights reserved.

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