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An efficient four-component domino protocol for the rapid and green synthesis of functionalized benzo[a]pyrano[2,3-c]phenazine derivatives using caffeine as a homogeneous catalyst

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Abstract

A one-pot, two-step procedure has been used to synthesize functionalized benzo[a]pyrano[2,3-c]phenazine derivatives from a four-component condensation reaction of 2-hydroxynaphthalene-1,4-dione, o-phenylenediamine, aldehydes, and malononitrile in the presence of 1,3,7-trimethylpurine-2,6-dione (caffeine) as an expedient and reusable solid base catalyst. This new procedure has the following advantages: operational simplicity, short reaction times, environmentally friendly, easy work-up, and all the products were obtained in excellent yields.

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Acknowledgments

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

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Authors and Affiliations

  1. Department of Chemistry, Faculty of Science, University of Sistan and Baluchistan, P. O. Box 98135-674, Zahedan, Iran

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

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

    Razieh Mohebat

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

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Abadi, A.Y.E., Maghsoodlou, MT., Heydari, R. et al. An efficient four-component domino protocol for the rapid and green synthesis of functionalized benzo[a]pyrano[2,3-c]phenazine derivatives using caffeine as a homogeneous catalyst. Res Chem Intermed 42, 1227–1235 (2016). https://doi.org/10.1007/s11164-015-2083-5

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  • DOI: https://doi.org/10.1007/s11164-015-2083-5

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