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A green and efficient four-component sequential protocol for the synthesis of novel 16-(aryl)benzo[a]indeno[2′,1′:5,6]pyrano[2,3-c]phenazin-15(16H)-one derivatives using oxalic acid as a reusable and cost-effective organic catalyst

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Abstract

A sequential one-pot four-component reaction for the efficient synthesis of novel 16-(aryl)benzo[a]indeno[2′,1′:5,6]pyrano[2,3-c]phenazin-15(16H)-one derivatives has been developed. The synthesis was achieved by reacting 2-hydroxynaphthalene-1,4-dione, benzene-1,2-diamine, aromatic aldehydes, and 1,3-indandione in the presence of oxalic acid as a reusable and homogenous organocatalyst in EtOH/H2O (1:1) under reflux. The present approach of this methodology offers several advantages such as high yields, clean reaction profiles, operational simplicity, simple work-up procedures, and green aspects by avoiding toxic catalysts and solvents.

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Acknowledgments

We gratefully acknowledge financial support from the Research Council of the Islamic Azad University of Yazd and University of Sistan and Baluchestan.

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Authors and Affiliations

  1. Department of Chemistry, Islamic Azad University, Yazd Branch, P.O. Box 89195-155, Yazd, Iran

    Razieh Mohebat & Mohsen Mohammadi

  2. Department of Chemistry, Faculty of Science, University of Sistan and Baluchistan, Zahedan, Iran

    Afshin Yazdani Elah Abadi, Malek-Taher Maghsoodlou & Reza Heydari

Authors
  1. Razieh Mohebat
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  2. Afshin Yazdani Elah Abadi
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  3. Malek-Taher Maghsoodlou
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  4. Mohsen Mohammadi
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Correspondence to Razieh Mohebat.

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Mohebat, R., Abadi, A.Y.E., Maghsoodlou, MT. et al. A green and efficient four-component sequential protocol for the synthesis of novel 16-(aryl)benzo[a]indeno[2′,1′:5,6]pyrano[2,3-c]phenazin-15(16H)-one derivatives using oxalic acid as a reusable and cost-effective organic catalyst. Res Chem Intermed 42, 7121–7132 (2016). https://doi.org/10.1007/s11164-016-2522-y

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  • DOI: https://doi.org/10.1007/s11164-016-2522-y

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