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Nano MgBi2O4: A Novel Green Catalyst for the One-step Cascade Condensation of Arylamines, Acetone and Isatins in Water

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Abstract

Nano-size MgBi2O4 has been synthesized for the first time via a simple co-precipitation method using the surfactant N-cetyl- N,N,N-trimethylammonium bromide (CTAB). Fourier transform infrared (FT-IR), scanning electron microscopy (SEM), energy-dispersive X-ray spectroscopy (EDX), and X-ray powder diffraction (XRD) techniques were employed to characterize the nano-catalyst. Additionally, the reactivity of the prepared nanoparticles was investigated in the synthesis of 1\(^{\prime }\)-aryl-2\(^{\prime }\)-(2-oxoindolin-3-yl)spiro[indoline-3,5\(^{\prime }\)-pyrroline]-2,3\(^{\prime }\)-diones in a one-pot, one-step and pseudo four-component condensation of arylamine, acetone, and isatins at 50°C in water. Five new compounds were synthesized and identified. This procedure has various advantages such as, short reaction times, mild eco-friendly conditions and excellent yields to prepare a novel class of heteroaromatic compounds. MgBi2O4 possess superior qualities such as easy and economic preparation procedure and handling, stability, and non-toxicity. Its reusability has also been examined upto 4 runs without activity loss.

Nano MgBi2O4 was synthesized for the first time via a simple co-precipitation method using the surfactant N-cetyl-N,N,N-trimethylammonium bromide (CTAB). The reactivity of the nanoparticles was investigated in the synthesis of 1 ′-aryl-2 ′-(2-oxoindolin-3-yl)spiro[indoline-3,5 ′-pyrroline]-2,3 ′-diones by the one-step, pseudo four-component condensation of arylamines, acetone and isatins at 50°C in water.

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Acknowledgements

Authors greatly appreciate the Iran National Science Foundation (INSF) for the financial support for this study.

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Authors and Affiliations

  1. Department of Chemistry, Faculty of Physics and Chemistry, Alzahra University, P.O. Box 1993893973, Vanak, Tehran, Iran

    KOBRA NIKOOFAR, ZAHRA KHADEMI & MARYAM HAGHIGHI

Authors
  1. KOBRA NIKOOFAR
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  2. ZAHRA KHADEMI
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  3. MARYAM HAGHIGHI
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Corresponding author

Correspondence to KOBRA NIKOOFAR.

Additional information

Supplementary Information (SI)

All additional information pertaining to characterization of the derivatives 4a, 4c–d, and 4g–h, IR spectra (Figures S1, S3, S5, S7, S10) and 1H NMR spectra (Figures S2, S4, S6, S8, S10) are available in Supplementary Information at www.ias.ac.in/chemsci.

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NIKOOFAR, K., KHADEMI, Z. & HAGHIGHI, M. Nano MgBi2O4: A Novel Green Catalyst for the One-step Cascade Condensation of Arylamines, Acetone and Isatins in Water. J Chem Sci 128, 1805–1811 (2016). https://doi.org/10.1007/s12039-016-1183-0

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  • DOI: https://doi.org/10.1007/s12039-016-1183-0

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