Atom-economy click synthesis of tetrahydrobenzo[b]pyrans using carbon-based solid acid as a novel, highly efficient and reusable heterogeneous catalyst

Atom-economy click synthesis of tetrahydrobenzo[b]pyrans using carbon-based solid acid as a... Carbon-based solid acid has been used as a mild and efficient heterogeneous catalyst for the synthesis of tetrahydrobenzo[b]pyran derivatives via a one-vessel, three-component cyclocondensation of dimedone, aryl aldehydes, and malononitrile with high atom economy ranging from 94.2 to 95.4 %. The remarkable features of this new method are short reaction times, high yields, clean reaction profiles, and simple work-up procedure. The reactions were performed in ethanol and the catalyst could be recycled after a simple work-up, and used for many runs without significant loss of its activity. However, using aliphatic aldehydes, moderate yields of the products were obtained. The structure of the catalyst was confirmed by FT-IR spectroscopy, energy dispersive X-ray, X-ray diffraction, and the N2 adsorption/desorption analysis techniques. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Research on Chemical Intermediates Springer Journals

Atom-economy click synthesis of tetrahydrobenzo[b]pyrans using carbon-based solid acid as a novel, highly efficient and reusable heterogeneous catalyst

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Publisher
Springer Netherlands
Copyright
Copyright © 2014 by Springer Science+Business Media Dordrecht
Subject
Chemistry; Catalysis; Physical Chemistry; Inorganic Chemistry
ISSN
0922-6168
eISSN
1568-5675
D.O.I.
10.1007/s11164-014-1536-6
Publisher site
See Article on Publisher Site

Abstract

Carbon-based solid acid has been used as a mild and efficient heterogeneous catalyst for the synthesis of tetrahydrobenzo[b]pyran derivatives via a one-vessel, three-component cyclocondensation of dimedone, aryl aldehydes, and malononitrile with high atom economy ranging from 94.2 to 95.4 %. The remarkable features of this new method are short reaction times, high yields, clean reaction profiles, and simple work-up procedure. The reactions were performed in ethanol and the catalyst could be recycled after a simple work-up, and used for many runs without significant loss of its activity. However, using aliphatic aldehydes, moderate yields of the products were obtained. The structure of the catalyst was confirmed by FT-IR spectroscopy, energy dispersive X-ray, X-ray diffraction, and the N2 adsorption/desorption analysis techniques.

Journal

Research on Chemical IntermediatesSpringer Journals

Published: Jan 29, 2014

References

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