Optimizing reaction efficiency: microwave-supported synthesis of quinoxaline-based compounds

The chemistry of chloroquinoxalines has garnered significant interest owing to the potential applications of this nitrogen-containing heterocyclic class in various fields. This manuscript delves into the investigation of heteroaromatic nucleophilic substitution reactions (SNAr) involving quinoxaline...

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Main Authors: Khatoon, Hena, AbdulMalek, Emilia, Munirah Mohd Faudzi, Siti, Khan, Tabrej, Shabbir Ahmed, Omar
Format: Article
Language:English
Published: Elsevier 2024
Online Access:http://psasir.upm.edu.my/id/eprint/115971/
http://psasir.upm.edu.my/id/eprint/115971/1/115971.pdf
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author Khatoon, Hena
AbdulMalek, Emilia
Munirah Mohd Faudzi, Siti
Khan, Tabrej
Shabbir Ahmed, Omar
author_facet Khatoon, Hena
AbdulMalek, Emilia
Munirah Mohd Faudzi, Siti
Khan, Tabrej
Shabbir Ahmed, Omar
author_sort Khatoon, Hena
building UPM Institutional Repository
collection Online Access
description The chemistry of chloroquinoxalines has garnered significant interest owing to the potential applications of this nitrogen-containing heterocyclic class in various fields. This manuscript delves into the investigation of heteroaromatic nucleophilic substitution reactions (SNAr) involving quinoxaline substrates, specifically 2-chloroquinoxaline and 2-chloro-3-methylquinoxaline, in the presence of thiols (mercaptan). The documented findings present the outcome of these reactions, which proceed experimentally under mild and metal-free conditions and lead to the selective formation of mono- and di-substituted products with commendable yields. Employing microwave-assisted synthesis for the preparation of compounds 1, 4, and 5 was crucial for optimizing reaction efficiency and maximizing product formation. The experimental findings revealed an increase in the overall yield of compounds 1, 4, and 5 by approximately 15–20%, accompanied by a significant reduction in reaction time by 75%.
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spelling upm-1159712025-03-17T04:49:08Z http://psasir.upm.edu.my/id/eprint/115971/ Optimizing reaction efficiency: microwave-supported synthesis of quinoxaline-based compounds Khatoon, Hena AbdulMalek, Emilia Munirah Mohd Faudzi, Siti Khan, Tabrej Shabbir Ahmed, Omar The chemistry of chloroquinoxalines has garnered significant interest owing to the potential applications of this nitrogen-containing heterocyclic class in various fields. This manuscript delves into the investigation of heteroaromatic nucleophilic substitution reactions (SNAr) involving quinoxaline substrates, specifically 2-chloroquinoxaline and 2-chloro-3-methylquinoxaline, in the presence of thiols (mercaptan). The documented findings present the outcome of these reactions, which proceed experimentally under mild and metal-free conditions and lead to the selective formation of mono- and di-substituted products with commendable yields. Employing microwave-assisted synthesis for the preparation of compounds 1, 4, and 5 was crucial for optimizing reaction efficiency and maximizing product formation. The experimental findings revealed an increase in the overall yield of compounds 1, 4, and 5 by approximately 15–20%, accompanied by a significant reduction in reaction time by 75%. Elsevier 2024-01 Article PeerReviewed text en cc_by_nc_nd_4 http://psasir.upm.edu.my/id/eprint/115971/1/115971.pdf Khatoon, Hena and AbdulMalek, Emilia and Munirah Mohd Faudzi, Siti and Khan, Tabrej and Shabbir Ahmed, Omar (2024) Optimizing reaction efficiency: microwave-supported synthesis of quinoxaline-based compounds. Results in Chemistry, 7. art. no. 101438. pp. 1-5. ISSN 2211-7156 https://www.sciencedirect.com/science/article/pii/S2211715624001346?via%3Dihub 10.1016/j.rechem.2024.101438
spellingShingle Khatoon, Hena
AbdulMalek, Emilia
Munirah Mohd Faudzi, Siti
Khan, Tabrej
Shabbir Ahmed, Omar
Optimizing reaction efficiency: microwave-supported synthesis of quinoxaline-based compounds
title Optimizing reaction efficiency: microwave-supported synthesis of quinoxaline-based compounds
title_full Optimizing reaction efficiency: microwave-supported synthesis of quinoxaline-based compounds
title_fullStr Optimizing reaction efficiency: microwave-supported synthesis of quinoxaline-based compounds
title_full_unstemmed Optimizing reaction efficiency: microwave-supported synthesis of quinoxaline-based compounds
title_short Optimizing reaction efficiency: microwave-supported synthesis of quinoxaline-based compounds
title_sort optimizing reaction efficiency: microwave-supported synthesis of quinoxaline-based compounds
url http://psasir.upm.edu.my/id/eprint/115971/
http://psasir.upm.edu.my/id/eprint/115971/
http://psasir.upm.edu.my/id/eprint/115971/
http://psasir.upm.edu.my/id/eprint/115971/1/115971.pdf