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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

Afshin Yazdani‐Elah‐AbadiYoung Researchers and Elite Club, Yazd Branch, Islamic Azad University, Yazd, IranRazieh MohebatDepartment of Chemistry, Yazd Branch, Islamic Azad University, Yazd, IranMehrnoosh KanganiYoung Researchers and Elite Club, Zahedan Branch, Islamic Azad University, Zahedan, Iran
2016en
ABI

Abstract

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.

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