What question did this study set out to answer?

The aim is to develop a one-pot synthesis method for indoline spirobicyclics using a chiral nanomagnetic catalyst.

March 23, 2026Scientific Reports0 citationsOpen Access

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

DRDanial RafipourShiraz University ASAli Reza Sardarian MJMarzieh JamaliShiraz University

Key Points

The aim is to develop a one-pot synthesis method for indoline spirobicyclics using a chiral nanomagnetic catalyst.
Synthesis of Fe₃O₄@SiO₂-NH-TCT–(trans-4-hydroxy-L-proline)₂ nanoparticles as a catalyst
Characterization using FT-IR, VSM, XRD, TEM, and other techniques
Synthesis performed under solvent-free conditions at ambient temperature.
High to excellent yields of indoline spirobicyclic derivatives
Excellent diastereoselectivity achieved
Product analysis confirmed using NMR, mass spectrometry, and X-ray diffraction.

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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