AlCl3-catalyzed chemoselective cascade reactions of 4-anilinocoumarins with 2-furylcarbinols: access to densely functionalized chromeno[4,3-b]pyrrol-4(1H)-one derivatives

An unprecedented protocol has been developed for the preparation of highly functionalized chromeno[4,3-b]pyrrol-4(1H)-ones, which are not only valuable architectures of many biologically active molecules but also key building blocks for rich photophysical properties. The transformation proceeded thr...

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Veröffentlicht in:Organic & biomolecular chemistry 2023-02, Vol.21 (7), p.1379-1383
Hauptverfasser: Guan, Pengcheng, Ma, Rong, Liu, Minghui, Kong, Lingkai, Han, Yu, Wang, Chengyu
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Sprache:eng
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Zusammenfassung:An unprecedented protocol has been developed for the preparation of highly functionalized chromeno[4,3-b]pyrrol-4(1H)-ones, which are not only valuable architectures of many biologically active molecules but also key building blocks for rich photophysical properties. The transformation proceeded through chemoselective intermolecular α-carbon nucleophilic attacking/ring-opening/Michael addition/deprotonation aromatization processes from 4-aminocoumarins and 2-furylcarbinols.
ISSN:1477-0520
1477-0539
DOI:10.1039/d2ob02248f