Issue 93, 2014

Ruthenium-catalyzed highly regio- and stereoselective hydroarylation of aromatic sulfoxides with alkynes via C–H bond activation

Abstract

Chelation-assisted alkenylation at the ortho C–H bond of aromatic sulfoxides with alkynes in the presence of a ruthenium catalyst, AgSbF6 and pivalic acid yielding trisubstituted alkenes in good to excellent yields in a highly regio- and stereoselective manner via a deprotonation metalation pathway is described. Later, ortho-alkenylated aromatic sulfoxides were converted into α-acyloxy-thioether and a 2,3-disubstituted benzothiophene derivative.

Graphical abstract: Ruthenium-catalyzed highly regio- and stereoselective hydroarylation of aromatic sulfoxides with alkynes via C–H bond activation

Supplementary files

Article information

Article type
Communication
Submitted
15 Aug 2014
Accepted
25 Sep 2014
First published
25 Sep 2014

Chem. Commun., 2014,50, 14573-14576

Author version available

Ruthenium-catalyzed highly regio- and stereoselective hydroarylation of aromatic sulfoxides with alkynes via C–H bond activation

K. Padala and M. Jeganmohan, Chem. Commun., 2014, 50, 14573 DOI: 10.1039/C4CC06426G

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