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
Format:	Artikel
Sprache:	eng
Schlagworte:	Activation Aromatic compounds Benzoic acid Chemical reactions Crystallography Diketones Functional materials Furans Organic chemistry Ruthenium Ruthenium compounds Substrates
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creator	Wen, Si Lv, Weiwei Ba, Dan Liu, Jing Cheng, Guolin
description	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.
doi_str_mv	10.1039/c9sc03245b
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subjects	Activation Aromatic compounds Benzoic acid Chemical reactions Crystallography Diketones Functional materials Furans Organic chemistry Ruthenium Ruthenium compounds Substrates
title	Ruthenium(ii)-catalyzed chemoselective deacylative annulation of 1,3-diones with sulfoxonium ylides via C-C bond activation
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