Microwave-Assisted and L-proline Catalysed Domino Cyclisation in an Aqueous Medium: A Rapid, Highly Efficient and Green Synthesis of Benzo[a]Phenazine Annulated Heterocycles

A highly efficient one-pot, two-step microwave-assisted procedure was applied for the rapid and green synthesis of benzo[a]phenazine annulated heterocyclic ring systems from the three- or four-component condensation reactions of 2-hydroxynaphthalene-1,4-dione, o-phenylenediamine, aromatic aldehydes...

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Bibliographic Details
Published in:Journal of chemical research 2016-12, Vol.40 (12), p.722-726
Main Authors: Yazdani-Elah-Abadi, Afshin, Mohebat, Razieh, Kangani, Mehrnoosh
Format: Article
Language:English
Subjects:
Aldehydes
Avoidance
Catalysis
Catalysts
Condensation
Reaction time
Solvents
Synthesis (chemistry)
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Summary:A highly efficient one-pot, two-step microwave-assisted procedure was applied for the rapid and green synthesis of benzo[a]phenazine annulated heterocyclic ring systems from the three- or four-component condensation reactions of 2-hydroxynaphthalene-1,4-dione, o-phenylenediamine, aromatic aldehydes and 1,3-indandione using L-proline as a bifunctional organocatalyst in water. This new procedure has a number of advantages such as high yields, very short reaction times, operational simplicity, simple work-up procedures and avoidance of hazardous or toxic catalysts and organic solvents. Moreover, the catalyst can be recovered and reused several times without much loss of its performance.
ISSN:1747-5198
2047-6507
DOI:10.3184/174751916X14787124908891