Aqueous-mediated synthesis of 2-amino-7-hydroxy-4-aryl-4H-chromene-3-carbonitrile derivatives using triethanolamine: An effective basic organocatalyst

A sustainable method for the effective and simple synthesis of derivatives of 2-amino-7-hydroxy-4-aryl-4 H -chromene-3-carbonitrile is developed. The process makes use of a domino Knoevenagel-Michael cyclocondensation reaction. The reaction occurs at reflux in an aqueous solution using triethanolamine, a cheap and effective basic organocatalyst. This process makes use of sustainable chemical principles. Reactions go more rapidly, yielding good to exceptional results. It does not separate mixtures using the chromatographic process. This is an easy and inexpensive way. Reaction times range from 40 to 65 min, with an average of 47.81 min, while yields range from 72 % to 93 %, with an average of 85.06 %. It's also important to note that a variety of functional groups that give or remove electrons may be used with this approach, and yet retain a fast reaction rate and good to exceptional yields. The results show that, given very basic and effective reaction conditions, this approach is a fruitful one-pot procedure. The nature of the substituents has no bearing on the reaction. Because it combines multiple steps into a one-pot, it is both convenient and expedient.

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Publication Details

Journal
Sustainable Chemistry for the Environment
Published
2025-08-15
DOI
https://doi.org/10.1016/j.scenv.2025.100279
Citations
2
Primary Topic
Geochemistry and Geologic Mapping
Type
article
Field-Weighted Citation Impact
4.96
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article

Aqueous-mediated synthesis of 2-amino-7-hydroxy-4-aryl-4H-chromene-3-carbonitrile derivatives using triethanolamine: An effective basic organocatalyst

2 citations
Sustainable Chemistry for the Environment
Geochemistry and Geologic Mapping
4.96
article

Aqueous-mediated synthesis of 2-amino-7-hydroxy-4-aryl-4H-chromene-3-carbonitrile derivatives using triethanolamine: An effective basic organocatalyst

article en
2 citations

Abstract

A sustainable method for the effective and simple synthesis of derivatives of 2-amino-7-hydroxy-4-aryl-4 H -chromene-3-carbonitrile is developed. The process makes use of a domino Knoevenagel-Michael cyclocondensation reaction. The reaction occurs at reflux in an aqueous solution using triethanolamine, a cheap and effective basic organocatalyst. This process makes use of sustainable chemical principles. Reactions go more rapidly, yielding good to exceptional results. It does not separate mixtures using the chromatographic process. This is an easy and inexpensive way. Reaction times range from 40 to 65 min, with an average of 47.81 min, while yields range from 72 % to 93 %, with an average of 85.06 %. It's also important to note that a variety of functional groups that give or remove electrons may be used with this approach, and yet retain a fast reaction rate and good to exceptional yields. The results show that, given very basic and effective reaction conditions, this approach is a fruitful one-pot procedure. The nature of the substituents has no bearing on the reaction. Because it combines multiple steps into a one-pot, it is both convenient and expedient.

Sustainable Chemistry for the EnvironmentVol. 11
Torbat Heydarieh University of Medical Sciences (IR)
Responsible consumption and production
Openalex Percentile: Top 4%
Geochemistry and Geologic Mapping
4.96
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Aqueous-mediated synthesis of 2-amino-7-hydroxy-4-aryl-4H-chromene-3-carbonitrile derivatives using triethanolamine: An effective basic organocatalyst · Sustainable Chemistry for the Environment (2025) | TGRS Research Map | TGRS