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1 article(s) from Matos, Guilherme D. R.

Thiazolidinones: novel insights from microwave synthesis, computational studies, and potentially bioactive hybrids

Luan A. Martinho,
Victor H. J. G. Praciano,
Guilherme D. R. Matos,
Claudia C. Gatto and
Carlos Kleber Z. Andrade

Beilstein J. Org. Chem. 2025, 21, 2618–2636, doi:10.3762/bjoc.21.203

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Graphical Abstract

Figure 1: Structure of thiazolidinone derivatives.

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Figure 2: Selected examples of commercial drugs containing the thiazolidinone core.

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Scheme 1: Multicomponent reaction of benzaldehyde, rhodanine, and piperidine in ethanol leading directly to a...

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Scheme 2: Substrate scope of the EDA-catalyzed Knoevenagel condensation reactions using a range of aromatic/h...

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Scheme 3: Limitations of the EDA-catalyzed Knoevenagel reactions for the synthesis of rhodanine or thiazolidi...

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Scheme 4: Plausible reaction mechanism for the EDA-catalyzed Knoevenagel condensation reactions.

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Scheme 5: Substrate scope of the HPW-catalyzed GBB reactions.

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Scheme 6: Synthesis of imidazo[1,2-a]pyridine-thiazolidinone hybrids by EDA-catalyzed Knoevenagel condensatio...

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Figure 3: Overlay of predicted (red) and experimental (black) NMR spectra for compound 3n: a) ¹H NMR spectra ...

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Figure 4: a) Molecular structure of 3n with crystallographic labeling (50% probability displacement). b) Pers...

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Scheme 7: a) Tautomeric forms of thiazolidinones and b) resonance structures for compounds 3n and 4n.

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Figure 5: Molecular energy as a function of the torsion angle obtained from a relaxed dihedral scan at the M0...

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Figure 6: Identification of the carbon atoms used in the theoretical study of chemical shifts. In red, easily...

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Figure 7: a) Visual impressions of the solvatochromic study in various solvents (10⁻⁵ M) after excitation wit...

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Scheme 8: Proposed ICT-type mechanism for the fluorescence process, adapted from ref. [89].

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Figure 8: Photophysical study in aqueous solution under different pH values for compound 3n (10⁻⁵ M) at room ...

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Scheme 9: Two equilibria of compound 3n in aqueous solutions, adapted from ref. [92,93].

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Figure 9: Molecular fragments associated with intramolecular charge transfer states.

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Figure 10: Frontier molecular orbitals of compounds 3n and 4n in three different states: protonated, deprotona...

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Published 28 Nov 2025

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