Abstract
Aim and Objective: The importance of Chromeno[4,3-b]pyridines in bioactive compounds, highlighted the ongoing research on developing novel methods for the construction of this heterocyclic scaffold. Regarding the advantageous features of multi-component reactions in organic synthesis, we will try to synthesize pyridocoumarins through this method.
Materials and Methods: Chromeno[4,3-b]pyridines were conveniently prepared from a threecomponent condensation reaction between 4-hydroxy coumarin, ammonia and ethyl 2,4-dioxo-4- arylbutanoates in refluxing n-propanol. The synthesized compounds were characterized by NMR, IR and Mass spectroscopy.
Results: The reaction proceeded through an in situ formed 4-amino coumarin, affording eight new target compounds in good yields.
Conclusion: This method introduce a novel approach to ethyl 4-aryl-5-oxo-5H-chromeno[4,3- b]pyridine-2-carboxylate derivatives and allow organic chemists to prepare 4-aminocoumarin in reaction medium.
Keywords: Pyridocoumarin, multi-component reaction, 4-amino coumarin, one-pot, 4-hydroxy coumarin, ammonia.
Combinatorial Chemistry & High Throughput Screening
Title:A Convenient Method for the Synthesis of Chromeno[4,3-b]pyridines Via Three-component Reaction
Volume: 21 Issue: 5
Author(s): Hamideh Nikookar, Setareh Moghimi, Mohammad Hosein Sayahi, Mohammad Mahdavi, Parviz Rashidi Ranjbar*, Loghman Firoozpour and Alireza Foroumadi*
Affiliation:
- School of Chemistry, College of Science, University of Tehran, PO Box 14155-6455, Tehran,Iran
- The Institute of Pharmaceutical Sciences (TIPS) and Department of Medicinal Chemistry, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran,Iran
Keywords: Pyridocoumarin, multi-component reaction, 4-amino coumarin, one-pot, 4-hydroxy coumarin, ammonia.
Abstract: Aim and Objective: The importance of Chromeno[4,3-b]pyridines in bioactive compounds, highlighted the ongoing research on developing novel methods for the construction of this heterocyclic scaffold. Regarding the advantageous features of multi-component reactions in organic synthesis, we will try to synthesize pyridocoumarins through this method.
Materials and Methods: Chromeno[4,3-b]pyridines were conveniently prepared from a threecomponent condensation reaction between 4-hydroxy coumarin, ammonia and ethyl 2,4-dioxo-4- arylbutanoates in refluxing n-propanol. The synthesized compounds were characterized by NMR, IR and Mass spectroscopy.
Results: The reaction proceeded through an in situ formed 4-amino coumarin, affording eight new target compounds in good yields.
Conclusion: This method introduce a novel approach to ethyl 4-aryl-5-oxo-5H-chromeno[4,3- b]pyridine-2-carboxylate derivatives and allow organic chemists to prepare 4-aminocoumarin in reaction medium.
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Cite this article as:
Nikookar Hamideh , Moghimi Setareh , Sayahi Hosein Mohammad , Mahdavi Mohammad , Ranjbar Rashidi Parviz*, Firoozpour Loghman and Foroumadi Alireza *, A Convenient Method for the Synthesis of Chromeno[4,3-b]pyridines Via Three-component Reaction, Combinatorial Chemistry & High Throughput Screening 2018; 21 (5) . https://dx.doi.org/10.2174/1386207321666180524110635
DOI https://dx.doi.org/10.2174/1386207321666180524110635 |
Print ISSN 1386-2073 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-5402 |
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