Iodine-Catalyzed Cascade Annulation of 4-Hydroxycoumarins with Aurones: Access to Spirocyclic Benzofuran-Furocoumarins

An attractive approach for the preparation of spirocyclic benzofuran-furocoumarins has been developed through iodine-catalyzed cascade annulation of 4-hydroxycoumarins with aurones. The reaction involves Michael addition, iodination, and intramolecular nucleophilic substitution in a one-step process...

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Veröffentlicht in:Molecules (Basel, Switzerland) Switzerland), 2024-04, Vol.29 (8), p.1701
Hauptverfasser: Wang, Xuequan, Yang, Changhui, Yue, Dan, Xu, Mingde, Duan, Suyue, Shen, Xianfu
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Sprache:eng
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Zusammenfassung:An attractive approach for the preparation of spirocyclic benzofuran-furocoumarins has been developed through iodine-catalyzed cascade annulation of 4-hydroxycoumarins with aurones. The reaction involves Michael addition, iodination, and intramolecular nucleophilic substitution in a one-step process, and offers an efficient method for easy access to a series of valuable spirocyclic benzofuran-furocoumarins in good yields (up to 99%) with excellent stereoselectivity. Moreover, this unprecedented protocol provides several advantages, including readily available materials, an environmentally benign catalyst, a broad substrate scope, and a simple procedure.
ISSN:1420-3049
1420-3049
DOI:10.3390/molecules29081701