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2 article(s) from Yıldırım, Ayhan

The high potential of methyl laurate as a recyclable competitor to conventional toxic solvents in [3 + 2] cycloaddition reactions

Ayhan Yıldırım and
Mustafa Göker

Beilstein J. Org. Chem. 2025, 21, 2389–2415, doi:10.3762/bjoc.21.184

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Figure 1: Versatile compounds via cycloaddition reactions.

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Scheme 1: Molecular structures of parent compounds 1a–f, 2a–d and cycloadducts 3a–u.

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Figure 2: a) Radar view of the physical properties of methyl laurate. b) Oral toxicity values of methyl laura...

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Figure 3: The oral toxicity values of all the solvents utilized in the present study obtained with ProTox 3.0....

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Figure 4: Ecological, environmental risk assessments, pesticide similarity and biodegradability assessments o...

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Figure 5: Ecological, environmental risk assessments, pesticide similarity and biodegradability assessments o...

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Figure 6: Ecological, environmental risk assessments, pesticide similarity and biodegradability assessments o...

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Figure 7: Various toxicity parameters of methyl laurate and a series of other solvents calculated by ADMETLab...

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Figure 8: a) Visualization of the localization of conventional organic and bio-based solvents in the Hansen s...

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Figure 9: Vapour pressures of the solvents used (values retrieved from the Chemeo molecular database).

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Scheme 2: Endo and exo stereoisomeric approaches of nitrone 1a and maleimide 2a in [3 + 2] cycloaddition reac...

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Figure 10: Signals of protons used in the calculation of the diastereomeric ratios (cis/trans) of cycloadditio...

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Figure 11: Results of studies on the recovery of solvents used in the reaction.

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Figure 12: Simplified scheme describing the reaction monitoring and solvent recovery.

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Figure 13: a) The superimposed spectra of C,N-diphenylnitrone and N-phenylmaleimide. b) The spectrum of methyl...

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Full Research Paper

Published 05 Nov 2025

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Sustainable tandem acylation/Diels–Alder reaction toward versatile tricyclic epoxyisoindole-7-carboxylic acids in renewable green solvents

Ayhan Yıldırım

Beilstein J. Org. Chem. 2024, 20, 1308–1319, doi:10.3762/bjoc.20.114

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Figure 1: Reaction yields after seven uses of SSO and average recovery of the oil.

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Scheme 1: Synthesis of epoxyisoindole-7-carboxylic acids 2a–m and 2n–p.

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Scheme 2: Possible side reactions of unsaturated fatty acids with maleic anhydride.

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Figure 2: Coupling constants of selected protons in compound 2a and its optimized geometric structure.

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Scheme 3: Equilibrium of 2n–p with maleamic acid precursors.

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Figure 3: Possible mechanism for the IMDAF reaction.

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Figure 4: IRC calculations of a) endo-, b) exo-transition structures and products for compound 2a (semi-empir...

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Published 06 Jun 2024

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