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Ruthenium-catalyzed highly regio- and stereoselective hydroarylation of aromatic sulfoxides with alkynes via C–H bond activation†
Kishor Padala,Masilamani Jeganmohan
Chemical Communications Pub Date : 09/25/2014 00:00:00 , DOI:10.1039/C4CC06426G
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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