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Copper‐Based Metal–Organic Frameworks as Reusable Heterogeneous Catalysts for the One‐Pot Syntheses of Imidazo[1,2‐a]pyridines

Copper‐Based Metal–Organic Frameworks as Reusable Heterogeneous Catalysts for the One‐Pot... A copper terephthalate metal–organic framework (Cu(BDC) MOF, BDC=1,4‐benzenedicarboxylate) is used as a highly efficient heterogeneous catalyst for the one‐pot, atom‐economical synthesis of imidazo[1,2‐a]pyridines that proceeds through the three‐component coupling of aldehydes, aminopyridines, and nitromethane. This heterocyclic synthesis, which uses MOFs for the first time, involves an intermolecular aza‐Michael addition with a subsequent intramolecular cyclization and uses air as an environmentally benign oxidant. This heterogeneous Cu(BDC) MOF can be reused without the loss of its activity. Its catalytic efficiency was also highlighted by comparing it with other catalytic systems that have been used for the syntheses of imidazo[1,2‐a]pyridines. This procedure not only eliminates the use of environmentally hazardous reagents but also involves mild reaction conditions. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Asian Journal of Organic Chemistry Wiley

Copper‐Based Metal–Organic Frameworks as Reusable Heterogeneous Catalysts for the One‐Pot Syntheses of Imidazo[1,2‐a]pyridines

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References (63)

Publisher
Wiley
Copyright
Copyright © 2014 Wiley Subscription Services, Inc., A Wiley Company
ISSN
2193-5807
eISSN
2193-5815
DOI
10.1002/ajoc.201402019
Publisher site
See Article on Publisher Site

Abstract

A copper terephthalate metal–organic framework (Cu(BDC) MOF, BDC=1,4‐benzenedicarboxylate) is used as a highly efficient heterogeneous catalyst for the one‐pot, atom‐economical synthesis of imidazo[1,2‐a]pyridines that proceeds through the three‐component coupling of aldehydes, aminopyridines, and nitromethane. This heterocyclic synthesis, which uses MOFs for the first time, involves an intermolecular aza‐Michael addition with a subsequent intramolecular cyclization and uses air as an environmentally benign oxidant. This heterogeneous Cu(BDC) MOF can be reused without the loss of its activity. Its catalytic efficiency was also highlighted by comparing it with other catalytic systems that have been used for the syntheses of imidazo[1,2‐a]pyridines. This procedure not only eliminates the use of environmentally hazardous reagents but also involves mild reaction conditions.

Journal

Asian Journal of Organic ChemistryWiley

Published: Jul 1, 2014

Keywords: ; ; ; ;

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