PPA-SiO2 catalyzed solvent-free synthesis of some novel 4,6-diaryl-2,3a,4,5-tetrahydro-3H-indazol-3-ones from 3,5-diaryl-6-carbethoxy cyclohexenones

PPA-SiO2 catalyzed solvent-free synthesis of some novel... A simple, efficient and green method for the synthesis of 4,6-diaryl-2,3a,4,5-tetrahydro-3H-indazol-3-ones has been described using 3,5-diaryl-6-carbethoxy cyclohexenones in the presence of silica gel-supported polyphosphoric acid, an effective and reusable catalyst, under solvent-free conditions. The starting 3,5-diaryl-6-carbethoxy cyclohexenones have been synthesized by the Michael addition of chalcones and ethylacetoacetate followed by internal Claisen condensation using K2CO3 in solvent-free conditions. The present methodology offers several advantages, such as short reaction time, high yield, and the absence of volatile and hazardous organic solvents. Structural assignments are based on 1H, 13C NMR, FTIR, and C, H, N analysis. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Research on Chemical Intermediates Springer Journals

PPA-SiO2 catalyzed solvent-free synthesis of some novel 4,6-diaryl-2,3a,4,5-tetrahydro-3H-indazol-3-ones from 3,5-diaryl-6-carbethoxy cyclohexenones

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Publisher
Springer Netherlands
Copyright
Copyright © 2013 by Springer Science+Business Media Dordrecht
Subject
Chemistry; Catalysis; Physical Chemistry; Inorganic Chemistry
ISSN
0922-6168
eISSN
1568-5675
D.O.I.
10.1007/s11164-013-1446-z
Publisher site
See Article on Publisher Site

Abstract

A simple, efficient and green method for the synthesis of 4,6-diaryl-2,3a,4,5-tetrahydro-3H-indazol-3-ones has been described using 3,5-diaryl-6-carbethoxy cyclohexenones in the presence of silica gel-supported polyphosphoric acid, an effective and reusable catalyst, under solvent-free conditions. The starting 3,5-diaryl-6-carbethoxy cyclohexenones have been synthesized by the Michael addition of chalcones and ethylacetoacetate followed by internal Claisen condensation using K2CO3 in solvent-free conditions. The present methodology offers several advantages, such as short reaction time, high yield, and the absence of volatile and hazardous organic solvents. Structural assignments are based on 1H, 13C NMR, FTIR, and C, H, N analysis.

Journal

Research on Chemical IntermediatesSpringer Journals

Published: Oct 31, 2013

References

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