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One-pot multicomponent diastereoselective synthesis of indoline spirobicyclics using a recyclable chiral nanomagnetic L-proline catalyst under mild conditions
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  • Published: 21 March 2026

One-pot multicomponent diastereoselective synthesis of indoline spirobicyclics using a recyclable chiral nanomagnetic L-proline catalyst under mild conditions

  • Danial Rafipour1,
  • Ali Reza Sardarian1,
  • Marzieh Jamali1 &
  • …
  • Saeed Davoodi1 

Scientific Reports , Article number:  (2026) Cite this article

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We are providing an unedited version of this manuscript to give early access to its findings. Before final publication, the manuscript will undergo further editing. Please note there may be errors present which affect the content, and all legal disclaimers apply.

Subjects

  • Chemistry
  • Materials science

Abstract

Fe₃O₄@SiO₂-NH-TCT–(trans-4-hydroxy-L-proline)₂ nanoparticles were synthesized as a chiral, magnetically recoverable nanocatalyst. The material was thoroughly characterized by FT-IR, VSM, XRD, TEM, FE-SEM, BET, CHNS elemental analysis, mass spectrometry, and ¹H/¹³C-NMR. The catalyst enabled a one-pot, multicomponent diastereoselective synthesis of indoline spirobicyclic derivatives from anilines, carbon acids, Fischer’s base, and aldehydes under solvent-free conditions at ambient temperature. The method afforded high to excellent yields with excellent diastereoselectivity. Product structures and anti/syn diastereomeric ratios were established by ¹H-, ¹³C-NMR, 2D-ROESY, mass spectrometry, and single-crystal X-ray diffraction.

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Data availability

All data are available in the supporting information file.

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Acknowledgements

The authors gratefully acknowledge the University of Shiraz for its support through the provision of facilities.

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Authors and Affiliations

  1. Chemistry Department, College of Science, Shiraz University, Shiraz, 7194684795, Iran

    Danial Rafipour, Ali Reza Sardarian, Marzieh Jamali & Saeed Davoodi

Authors
  1. Danial Rafipour
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  2. Ali Reza Sardarian
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  3. Marzieh Jamali
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Contributions

Danial Rafipour : Data curation, formal analysis, investigation, resources, validation, visualization, writing original draft; Marzieh Jamali: Formal analysis, investigation, methodology, writing original draft, project administration; Ali Reza Sardarian : conceptualization, supervision, writing-review&editing, funding acquisition; Saeed Davoodi: Formal analysis, validation, investigation.

Corresponding author

Correspondence to Ali Reza Sardarian.

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Rafipour, D., Sardarian, A.R., Jamali, M. et al. One-pot multicomponent diastereoselective synthesis of indoline spirobicyclics using a recyclable chiral nanomagnetic L-proline catalyst under mild conditions. Sci Rep (2026). https://doi.org/10.1038/s41598-026-40598-0

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  • Received: 23 September 2025

  • Accepted: 13 February 2026

  • Published: 21 March 2026

  • DOI: https://doi.org/10.1038/s41598-026-40598-0

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Keywords

  • Indoline Spirobicyclics
  • Nanomagnetic catalyst
  • trans-4-Hydroxy-L-proline
  • Fischer’s base
  • Carbon acids
  • Diastereoselectic synthesis
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