CeO2/ZrO2 as green catalyst for one-pot synthesis of new pyrano[2,3-c]-pyrazoles

CeO2/ZrO2 as green catalyst for one-pot synthesis of new pyrano[2,3-c]-pyrazoles Ceria-doped zirconia (CeO2/ZrO2)-catalyzed synthesis of pyrano[2,3-c]-pyrazoles via four-component reaction of malononitrile, hydrazine hydrate, ethyl acetoacetate, and substituted aldehydes is described. The catalytic material CeO2/ZrO2 was prepared and characterized by different techniques including powder X-ray diffraction (P-XRD), scanning electron microscopy (SEM), transmission electron microscopy (TEM), and Brunauer–Emmett–Teller (BET) analysis. Twelve new pyrano[2,3-c]-pyrazole derivatives (5a–k) were synthesized in good to excellent yield (89–98%) and their structures established and confirmed by different spectroscopic methods, viz. 1H, 13C, and 15N nuclear magnetic resonance (NMR) and high-resolution mass spectrometry (HRMS). The environmental benefits of the process include excellent yield, short reaction time, simple work-up, elimination of toxic solvents, and avoidance of chromatographic separation. The CeO2/ZrO2 catalyst enables a facile synthesis procedure, is inexpensive, and has good reusability (at least six times). http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Research on Chemical Intermediates Springer Journals

CeO2/ZrO2 as green catalyst for one-pot synthesis of new pyrano[2,3-c]-pyrazoles

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Publisher
Springer Journals
Copyright
Copyright © 2017 by Springer Science+Business Media Dordrecht
Subject
Chemistry; Catalysis; Physical Chemistry; Inorganic Chemistry
ISSN
0922-6168
eISSN
1568-5675
D.O.I.
10.1007/s11164-017-2878-7
Publisher site
See Article on Publisher Site

Abstract

Ceria-doped zirconia (CeO2/ZrO2)-catalyzed synthesis of pyrano[2,3-c]-pyrazoles via four-component reaction of malononitrile, hydrazine hydrate, ethyl acetoacetate, and substituted aldehydes is described. The catalytic material CeO2/ZrO2 was prepared and characterized by different techniques including powder X-ray diffraction (P-XRD), scanning electron microscopy (SEM), transmission electron microscopy (TEM), and Brunauer–Emmett–Teller (BET) analysis. Twelve new pyrano[2,3-c]-pyrazole derivatives (5a–k) were synthesized in good to excellent yield (89–98%) and their structures established and confirmed by different spectroscopic methods, viz. 1H, 13C, and 15N nuclear magnetic resonance (NMR) and high-resolution mass spectrometry (HRMS). The environmental benefits of the process include excellent yield, short reaction time, simple work-up, elimination of toxic solvents, and avoidance of chromatographic separation. The CeO2/ZrO2 catalyst enables a facile synthesis procedure, is inexpensive, and has good reusability (at least six times).

Journal

Research on Chemical IntermediatesSpringer Journals

Published: Feb 28, 2017

References

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