Ruthenium(ii)-catalyzed chemoselective deacylative annulation of 1,3-diones with sulfoxonium ylides via C-C bond activation

The first successful example of deacylative annulation of 1,3-diones with sulfoxonium ylides was achieved through Ru(ii)-catalyzed C-C bond activation. The excellent chemoselectivity and broad substrate scope render this method a practical and versatile approach for the preparation of (hetero)aryl a...

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Veröffentlicht in:Chemical science (Cambridge) 2019-10, Vol.10 (39), p.9104-9108
Hauptverfasser: Wen, Si, Lv, Weiwei, Ba, Dan, Liu, Jing, Cheng, Guolin
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Sprache:eng
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Zusammenfassung:The first successful example of deacylative annulation of 1,3-diones with sulfoxonium ylides was achieved through Ru(ii)-catalyzed C-C bond activation. The excellent chemoselectivity and broad substrate scope render this method a practical and versatile approach for the preparation of (hetero)aryl and alkenyl substituted furans, which are valuable units in many biologically active compounds and functional materials. A preliminary mechanistic study reveals that this process involves a deacylative α-ruthenation to generate key alkyl Ru(ii) intermediates with the release of a benzoic acid fragment.
ISSN:2041-6520
2041-6539
DOI:10.1039/c9sc03245b