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Issue 93, 2014
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Ruthenium-catalyzed highly regio- and stereoselective hydroarylation of aromatic sulfoxides with alkynes via C–H bond activation

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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

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The article was received on 15 Aug 2014, accepted on 25 Sep 2014 and first published on 25 Sep 2014


Article type: Communication
DOI: 10.1039/C4CC06426G
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Citation: Chem. Commun., 2014,50, 14573-14576
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    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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