Journal
ORGANIC CHEMISTRY FRONTIERS
Volume 8, Issue 20, Pages 5858-5865Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/d1qo01068a
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Funding
- National Natural Science Foundation of China [21901150]
- Natural Science Foundation of Shaanxi Province [2019JQ-787]
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A novel method was developed for the synthesis of quinoxalines catalyzed by an acid-functionalized ionic liquid, which showed high tolerance towards various functional groups and could be easily scaled up in water. The developed method featured a recyclable catalytic system, environmentally friendly reaction conditions, simple operation, and a practical workup procedure, suggesting its potential for industrial application in streamlining quinoxaline synthesis.
An acid-functionalized ionic liquid (IL)-catalyzed cascade decarboxylative cyclization of 2-arylanilines with alpha-oxocarboxylic acids was developed. This approach offered a sustainable and practical pathway to afford a library of quinoxalines in water under ambient conditions. This protocol tolerated various kinds of functional groups and could be easily scaled-up. The developed method featured a recyclable catalytic system, environmentally friendly reaction conditions, simple operation, and a practical workup procedure, which represented the potential to streamline quinoxaline synthesis in industry. A possible mechanism involving a dual activation strategy to promote both decarboxylation and cyclization processes was proposed.
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