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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Elsevier
2025-06-01
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Series: | Tetrahedron Green Chem |
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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. |
format | Article |
id | doaj-art-04fa437c734f4e3b8936ae2faa448c48 |
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 |