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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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Detalles Bibliográficos
Autores principales: Wen, Si, Lv, Weiwei, Ba, Dan, Liu, Jing, Cheng, Guolin
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6889838/
https://www.ncbi.nlm.nih.gov/pubmed/31827753
http://dx.doi.org/10.1039/c9sc03245b
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author Wen, Si
Lv, Weiwei
Ba, Dan
Liu, Jing
Cheng, Guolin
author_facet Wen, Si
Lv, Weiwei
Ba, Dan
Liu, Jing
Cheng, Guolin
author_sort Wen, Si
collection PubMed
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.
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spelling pubmed-68898382019-12-11 Ruthenium(ii)-catalyzed chemoselective deacylative annulation of 1,3-diones with sulfoxonium ylides via C–C bond activation Wen, Si Lv, Weiwei Ba, Dan Liu, Jing Cheng, Guolin Chem Sci Chemistry 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. Royal Society of Chemistry 2019-08-12 /pmc/articles/PMC6889838/ /pubmed/31827753 http://dx.doi.org/10.1039/c9sc03245b Text en This journal is © The Royal Society of Chemistry 2019 http://creativecommons.org/licenses/by/3.0/ This article is freely available. This article is licensed under a Creative Commons Attribution 3.0 Unported Licence (CC BY 3.0)
spellingShingle Chemistry
Wen, Si
Lv, Weiwei
Ba, Dan
Liu, Jing
Cheng, Guolin
Ruthenium(ii)-catalyzed chemoselective deacylative annulation of 1,3-diones with sulfoxonium ylides via C–C bond activation
title Ruthenium(ii)-catalyzed chemoselective deacylative annulation of 1,3-diones with sulfoxonium ylides via C–C bond activation
title_full Ruthenium(ii)-catalyzed chemoselective deacylative annulation of 1,3-diones with sulfoxonium ylides via C–C bond activation
title_fullStr Ruthenium(ii)-catalyzed chemoselective deacylative annulation of 1,3-diones with sulfoxonium ylides via C–C bond activation
title_full_unstemmed Ruthenium(ii)-catalyzed chemoselective deacylative annulation of 1,3-diones with sulfoxonium ylides via C–C bond activation
title_short Ruthenium(ii)-catalyzed chemoselective deacylative annulation of 1,3-diones with sulfoxonium ylides via C–C bond activation
title_sort ruthenium(ii)-catalyzed chemoselective deacylative annulation of 1,3-diones with sulfoxonium ylides via c–c bond activation
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6889838/
https://www.ncbi.nlm.nih.gov/pubmed/31827753
http://dx.doi.org/10.1039/c9sc03245b
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