Laccase cataylzed synthesis of quaternary malononitriles with an aryl substituent

Synthesis of quaternary malononitriles with an aryl substituent is of great importance because these scaffolds serve as essential intermediates in the synthesis of bioactive compounds. This study presents an efficient method for the laccase-catalyzed arylation of 2-substituted malononitrile derivati...

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Main Authors: Parisa Amani, Mansour Shahedi, Elaheh Rezaei, Zohreh Habibi
Format: Article
Language:English
Published: Elsevier 2025-06-01
Series:Tetrahedron Green Chem
Subjects:
Online Access:http://www.sciencedirect.com/science/article/pii/S2773223125000056
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author Parisa Amani
Mansour Shahedi
Elaheh Rezaei
Zohreh Habibi
author_facet Parisa Amani
Mansour Shahedi
Elaheh Rezaei
Zohreh Habibi
author_sort Parisa Amani
collection DOAJ
description Synthesis of quaternary malononitriles with an aryl substituent is of great importance because these scaffolds serve as essential intermediates in the synthesis of bioactive compounds. This study presents an efficient method for the laccase-catalyzed arylation of 2-substituted malononitrile derivatives by oxidation of catechols using aerial oxygen as the oxidant, followed by the nucleophilic addition of 2-substituted malononitriles. The process achieves yields ranging from moderate to excellent (73–97 %), and also, it was associated with a slight decrease in efficiency in higher scales.
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institution Kabale University
issn 2773-2231
language English
publishDate 2025-06-01
publisher Elsevier
record_format Article
series Tetrahedron Green Chem
spelling doaj-art-04fa437c734f4e3b8936ae2faa448c482025-01-30T05:15:19ZengElsevierTetrahedron Green Chem2773-22312025-06-015100066Laccase cataylzed synthesis of quaternary malononitriles with an aryl substituentParisa Amani0Mansour Shahedi1Elaheh Rezaei2Zohreh Habibi3Department of Organic Chemistry, Shahid Beheshti University, 1983969411 Tehran, IranDepartment of Organic Chemistry, Shahid Beheshti University, 1983969411 Tehran, IranDepartment of Organic Chemistry, Shahid Beheshti University, 1983969411 Tehran, IranCorresponding author.; Department of Organic Chemistry, Shahid Beheshti University, 1983969411 Tehran, IranSynthesis of quaternary malononitriles with an aryl substituent is of great importance because these scaffolds serve as essential intermediates in the synthesis of bioactive compounds. This study presents an efficient method for the laccase-catalyzed arylation of 2-substituted malononitrile derivatives by oxidation of catechols using aerial oxygen as the oxidant, followed by the nucleophilic addition of 2-substituted malononitriles. The process achieves yields ranging from moderate to excellent (73–97 %), and also, it was associated with a slight decrease in efficiency in higher scales.http://www.sciencedirect.com/science/article/pii/S2773223125000056MalononitrilesArylationLaccaseEco-friendly catalyst
spellingShingle Parisa Amani
Mansour Shahedi
Elaheh Rezaei
Zohreh Habibi
Laccase cataylzed synthesis of quaternary malononitriles with an aryl substituent
Tetrahedron Green Chem
Malononitriles
Arylation
Laccase
Eco-friendly catalyst
title Laccase cataylzed synthesis of quaternary malononitriles with an aryl substituent
title_full Laccase cataylzed synthesis of quaternary malononitriles with an aryl substituent
title_fullStr Laccase cataylzed synthesis of quaternary malononitriles with an aryl substituent
title_full_unstemmed Laccase cataylzed synthesis of quaternary malononitriles with an aryl substituent
title_short Laccase cataylzed synthesis of quaternary malononitriles with an aryl substituent
title_sort laccase cataylzed synthesis of quaternary malononitriles with an aryl substituent
topic Malononitriles
Arylation
Laccase
Eco-friendly catalyst
url http://www.sciencedirect.com/science/article/pii/S2773223125000056
work_keys_str_mv AT parisaamani laccasecataylzedsynthesisofquaternarymalononitrileswithanarylsubstituent
AT mansourshahedi laccasecataylzedsynthesisofquaternarymalononitrileswithanarylsubstituent
AT elahehrezaei laccasecataylzedsynthesisofquaternarymalononitrileswithanarylsubstituent
AT zohrehhabibi laccasecataylzedsynthesisofquaternarymalononitrileswithanarylsubstituent