Glycolic Acid‐Based Natural Deep Eutectic Solvents (NADESs) as Catalytic Reaction Media for the Synthesis of β‐Nitro Ketones

Abstract β‐nitro ketones represent highly significant compounds for their simultaneous nucleophilic and electrophilic reactive sites in 1,3‐related positions. These molecules are commonly obtained via nitration of enones in aprotic apolar organic solvents (such as THF and CPME) with large excesses of nitrating agents and acetic acid. In this work the use of weakly acidic natural deep eutectic solvents (NADESs) – glycolic acid based‐ones – is proposed as both green and catalytic reaction media for the nitration of enones giving β‐nitro ketones. The NADESs mixtures employed were the ones formed by mixing glycolic acid with trimethylglycine, with choline chloride and with water. The reaction proceeded with stochiometric amounts of nitration agents and taking advantage from the catalytic behavior of the NADESs solvents; the scope was explored giving satisfactory yields.

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Publication Details

Journal
Asian Journal of Organic Chemistry
Published
2025-10-20
DOI
https://doi.org/10.1002/ajoc.70234
Citations
1
Primary Topic
Ionic liquids properties and applications
Type
article
Field-Weighted Citation Impact
0.39

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article

Glycolic Acid‐Based Natural Deep Eutectic Solvents (NADESs) as Catalytic Reaction Media for the Synthesis of β‐Nitro Ketones

Gabriele Lupidi, Dario Gentili, Enrico Marcantoni, Alessandro Palmieri et al.
1 citations
Asian Journal of Organic Chemistry
Ionic liquids properties and applications
0.39
article

Glycolic Acid‐Based Natural Deep Eutectic Solvents (NADESs) as Catalytic Reaction Media for the Synthesis of β‐Nitro Ketones

Gabriele Lupidi, Dario Gentili, Enrico Marcantoni, Alessandro Palmieri, Matteo Tiecco
article en
1 citations

Abstract

Abstract β‐nitro ketones represent highly significant compounds for their simultaneous nucleophilic and electrophilic reactive sites in 1,3‐related positions. These molecules are commonly obtained via nitration of enones in aprotic apolar organic solvents (such as THF and CPME) with large excesses of nitrating agents and acetic acid. In this work the use of weakly acidic natural deep eutectic solvents (NADESs) – glycolic acid based‐ones – is proposed as both green and catalytic reaction media for the nitration of enones giving β‐nitro ketones. The NADESs mixtures employed were the ones formed by mixing glycolic acid with trimethylglycine, with choline chloride and with water. The reaction proceeded with stochiometric amounts of nitration agents and taking advantage from the catalytic behavior of the NADESs solvents; the scope was explored giving satisfactory yields.

Asian Journal of Organic ChemistryVol. 14(12)
Università di Camerino (IT)
European Commission, Università degli Studi di Perugia, Università degli Studi di Camerino
Openalex Percentile: Top 38%
Ionic liquids properties and applications
0.39
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