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...
| Main Authors: | , , , , |
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| Format: | Article |
| Language: | English |
| Published: |
Elsevier
2024
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| Online Access: | http://psasir.upm.edu.my/id/eprint/115971/ http://psasir.upm.edu.my/id/eprint/115971/1/115971.pdf |
| Summary: | 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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