Issue 39, 2019

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

Abstract

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.

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

Supplementary files

Article information

Article type
Edge Article
Submitted
02 Jul 2019
Accepted
09 Aug 2019
First published
12 Aug 2019
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY license

Chem. Sci., 2019,10, 9104-9108

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

S. Wen, W. Lv, D. Ba, J. Liu and G. Cheng, Chem. Sci., 2019, 10, 9104 DOI: 10.1039/C9SC03245B

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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