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1-Butyl-2-methylpipyridinium iodide ([BMPPY]I): novel ionic liquid for the synthesis of 6-hydroxy-6-(1H-indol-3-yl)indolo[2,1-b]quinazolin-12(6H)-ones under green solvent-free conditions

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Abstract

In this article we reported preparation of 1-butyl-2-methylpipyridinium iodide ([BMPPY]I), as a novel ionic liquid (IL) through simple procedure. This newly prepared IL has been characterized by FT-IR, FESEM, EDX, TGA/DTG, 1H NMR, 13C NMR, and Gc-mass techniques. The FESEM images revealed nano scale for the IL with the average diameter of 150–185 nm. Its efficacy examined for the synthesis of 6-hydroxy-6-(1H-indol-3-yl)indolo[2,1-b]quinazolin-12(6H)-ones via domino three-component reaction of isatin derivatives, isatoic anhydride, and indoles under solvent-free conditions at 100 °C. The results affirmed that ([BMPPY]I) possessed a dual catalytic/solvent role to promote this condensation. Non-flammability, thermal stability, non-toxicity and low cost of the IL that led to obtain pharmaceutically-active heterocycles though easy work-up procedure and short reaction times, are some highlighted features of this green protocol.

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Acknowledgements

The authors thank Alzahra University for financial support of this research.

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Authors and Affiliations

  1. Department of Chemistry, Faculty of Physics and Chemistry, Alzahra University, Tehran, Iran

    Kobra Nikoofar & Seyedeh Shima Peyrovebaghi

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  1. Kobra Nikoofar
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  2. Seyedeh Shima Peyrovebaghi
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Correspondence to Kobra Nikoofar.

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Nikoofar, K., Peyrovebaghi, S.S. 1-Butyl-2-methylpipyridinium iodide ([BMPPY]I): novel ionic liquid for the synthesis of 6-hydroxy-6-(1H-indol-3-yl)indolo[2,1-b]quinazolin-12(6H)-ones under green solvent-free conditions. Res Chem Intermed 45, 4287–4298 (2019). https://doi.org/10.1007/s11164-019-03831-2

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