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A Convenient Method for the Synthesis of Chromeno[4,3-b]pyridines Via Three-component Reaction
Hamideh Nikookar1, Setareh Moghimi2, Mohammad Hosein Sayahi3
1School of Chemistry, College of Science, University of Tehran, PO Box 14155-6455, Tehran, Iran.
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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