<scp>l</scp>‐Proline‐functionalized Fe<sub>3</sub>O<sub>4</sub> nanoparticles as a novel magnetic chiral catalyst for the direct asymmetric Mannich reaction

Safaei‐Ghomi, Javad; Zahedi, Safura

doi:10.1002/aoc.3333

Cited by 43 publications

(32 citation statements)

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“…The Fe3O4@L-proline nanocatalyst was prepared and characterized using FT-IR, SEM, EDAX, TGA as well as XRD which was in good agreement with those in the literature [36].…”

Section: Characterization Of Fe3o4@l-proline Nanocatalystsupporting

confidence: 81%

“…Fe3O4@L-proline was produced according to the method reported by Safaei-Ghomi [36]. In a 250 mL beaker containing distilled water (120 mL), FeCl3 (0.97 g), FeSO4.7H2O (0.9 g) and L-proline (0.9 g), a solution of 1.5 M NH4OH (120 mL) were added dropwise with vigorous stirring at 100 °C under N2 atmosphere until the pH was raised to 11 and a black precipitate was formed.…”

Section: Preparation Of Fe3o4@l-prolinementioning

confidence: 99%

“…Then the reaction was refluxed for 6 h under vigorous stirring and obtained Fe3O4@Lproline magnetic nanocatalyst was easily separated from the reaction mixture by simple magnetic decantation. Then the mixture was washed several times with distilled water and ethanol, and then dried in a vacuum oven at 60 °C for 2 h. The L-proline content in the Fe3O4@Lproline nanocatalyst was 4.68 mmol.g -1 [36].…”

Section: Preparation Of Fe3o4@l-prolinementioning

confidence: 99%

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Magnetite L-proline as a reusable nano-biocatalyst for efficient synthesis of 4H-benzo[b]pyrans in water: a green protocol

Aghahosseini

Ramazani

2020

Eurasian Chem. Commun.

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L-Proline is known as the most favored organocatalyst in enamine-mediated reactions. Magnetic functionalization of this organocatalyst could solve its recovery and reuse problems. Herein we report the use of magnetic L-proline nano-biocatalyst for a simple and efficient one-pot coupling reaction of dimedone, malononitrile, and aromatic aldehydes to afford the corresponding tetrahydrobenzo[b]pyrans as a significant class of heterocyclic compounds with great biological and pharmacological importance according to a green protocol. Low cost, facile handling, simple preparation, high stability, reusability, and low toxicity are some remarkable features of this nanobiocatalyst.

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“…The Fe3O4@L-proline nanocatalyst was prepared and characterized using FT-IR, SEM, EDAX, TGA as well as XRD which was in good agreement with those in the literature [36].…”

Section: Characterization Of Fe3o4@l-proline Nanocatalystsupporting

confidence: 81%

Section: Preparation Of Fe3o4@l-prolinementioning

confidence: 99%

Section: Preparation Of Fe3o4@l-prolinementioning

confidence: 99%

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Magnetite L-proline as a reusable nano-biocatalyst for efficient synthesis of 4H-benzo[b]pyrans in water: a green protocol

Aghahosseini

Ramazani

2020

Eurasian Chem. Commun.

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“…One-pot tricomponent Mannich-reactions using catalysts prepared by anchoring L-Pro over Fe 3 O 4 MNPs (CT8*) were also studied. 154 Although good yields and high anti/syn isomer ratios were obtained, the enantioselectivity values were not reported. View Article Online spiroisoxazolidines 76, also in high yields and good optical purities.…”

Section: One-pot Reactions Using Heterogenized Chiral Organocatalystsmentioning

confidence: 98%

Asymmetric one-pot reactions using heterogeneous chemical catalysis: recent steps towards sustainable processes

Szőllősi

2018

Catal. Sci. Technol.

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The preparation of optically pure fine chemicals is among the most important and challenging tasks met by organic chemists. Recently, significant efforts have been focused on the development of green and sustainable procedures for the synthesis of these high value-added compounds. Asymmetric heterogeneous catalysis has provided efficient solutions to these challenges. The application of heterogeneous chiral catalysts in one-pot processes combines the advantages of use of these materials with time, material, and energy savings associated with cascade or sequential procedures. This review surveys these asymmetric onepot reactions reported until July 2017, in which a heterogeneous chemical catalyst has been applied either as a single multifunctional catalyst or in combination with a second catalytically active material. These processes include one-pot procedures catalysed by carefully designed solids obtained by the immobilization of chiral metal complexes, by anchoring chiral organocatalysts, or by modifying catalytic surfaces with optically pure compounds, which may also incorporate uncatalyzed and homogeneously catalysed steps. Methods applying achiral heterogeneous catalysts in combination with soluble chiral chemical catalysts or biocatalysts are also presented. Sophisticated, finely tuned materials have been applied in most of these reactions, which have been discussed along with the main requirements necessary to perform these transformations in a one-pot manner.

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“…A new l ‐proline‐functionalized Fe 3 O 4 ‐nanoparticle catalyst was explored in the asymmetric Mannich reaction . This catalyst gave a best result of 90 % yield and good‐to‐excellent anti selectivities.…”

Section: Classification Based On Catalytic Systemmentioning

confidence: 99%

Recent Developments and Perspectives in the Asymmetric Mannich Reaction

et al. 2018

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The asymmetricM annichr eactioni savery important method for CÀCb ond formation,a nd it is the classical method for the preparation of b-amino ketones and aldehydes. The resulting b-amino carbonyl compounds are widely found in nature, which attests to the importance of this reaction. This Focus Review providesa no verview of asymmetricM annich reactions, the various catalysts that have been used, and its applications,f or papers published since 2013. Scheme1.The Mannich reaction.Scheme2.The mechanism of the Mannich reaction;reproduced with permissionfrom Ref.[1]. andhi University. His research interests are in the areaso fo rganic synthesis, medicinal chemistry,a nd catalysis, in particularr uthenium-, iron-, zinc-, and copper-catalyzedr eactions. His h-index is 24.

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l‐Proline‐functionalized Fe₃O₄ nanoparticles as a novel magnetic chiral catalyst for the direct asymmetric Mannich reaction

Cited by 43 publications

References 44 publications

Magnetite L-proline as a reusable nano-biocatalyst for efficient synthesis of 4H-benzo[b]pyrans in water: a green protocol

Magnetite L-proline as a reusable nano-biocatalyst for efficient synthesis of 4H-benzo[b]pyrans in water: a green protocol

Asymmetric one-pot reactions using heterogeneous chemical catalysis: recent steps towards sustainable processes

Recent Developments and Perspectives in the Asymmetric Mannich Reaction

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l‐Proline‐functionalized Fe3O4 nanoparticles as a novel magnetic chiral catalyst for the direct asymmetric Mannich reaction

Cited by 43 publications

References 44 publications

Magnetite L-proline as a reusable nano-biocatalyst for efficient synthesis of 4H-benzo[b]pyrans in water: a green protocol

Magnetite L-proline as a reusable nano-biocatalyst for efficient synthesis of 4H-benzo[b]pyrans in water: a green protocol

Asymmetric one-pot reactions using heterogeneous chemical catalysis: recent steps towards sustainable processes

Recent Developments and Perspectives in the Asymmetric Mannich Reaction

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Product

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l‐Proline‐functionalized Fe₃O₄ nanoparticles as a novel magnetic chiral catalyst for the direct asymmetric Mannich reaction