Carbon-based solid sulfonic acid catalyzed oxidative benzannulation to construct alkylamino-benzocoumarin

The facile synthetic approach of coumarin derivatives has been described through Michael addition/cyclization/oxidative benzannulation using carbon-based solid sulfonic acid as the sustainable catalyst. The reaction proceeds in good to excellent yields in one-step from hydroxy-substituted chalcone,...

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Veröffentlicht in:Tetrahedron 2023-04, Vol.135, p.133340, Article 133340
Hauptverfasser: Huang, Chenxi, Wei, Jie, Qi, Peilin, Wu, Ruizhen, Ye, Qing, Han, Liang, Li, Yujin
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Sprache:eng
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Zusammenfassung:The facile synthetic approach of coumarin derivatives has been described through Michael addition/cyclization/oxidative benzannulation using carbon-based solid sulfonic acid as the sustainable catalyst. The reaction proceeds in good to excellent yields in one-step from hydroxy-substituted chalcone, ethyl acetoacetate and amine. The utility of this transformation has been highlighted by its use for the construction of alkylaminobenzocoumarin, which was a new coumarin fluorescent molecular. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2023.133340