Iodine-Catalyzed Diversity-Oriented Synthesis of 3,4-Heterocycle-Fused Coumarins from 4‑Aminocoumarins and Aurones in Different Solvent

An unprecedented protocol has been developed for the synthesis of 3,4-heterocycle-fused coumarins from 4-aminocoumarins and aurones through iodine-catalyzed cascade reactions. Dihydropyridine-fused coumarin, pyridine-fused coumarin, and pyrrole-fused coumarin derivatives were achieved in good yields...

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Bibliographic Details
Published in:Journal of organic chemistry 2024-05, Vol.89 (9), p.6456-6464
Main Authors: Wang, Xuequan, Jiang, Zhen, Du, Chahui, Ma, Lin, Yue, Dan, Yang, Changhui, Duan, Suyue, Shen, Xianfu
Format: Article
Language:English
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Summary:An unprecedented protocol has been developed for the synthesis of 3,4-heterocycle-fused coumarins from 4-aminocoumarins and aurones through iodine-catalyzed cascade reactions. Dihydropyridine-fused coumarin, pyridine-fused coumarin, and pyrrole-fused coumarin derivatives were achieved in good yields with high selectivity when CH3CN, AcOH, and DMSO were used as the solvent, respectively. This protocol provides several advantages, such as easily available starting materials, high atom economy, friendly environment, and simple procedure.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.4c00496