Ru-Catalyzed Regioselective CH-Hydroarylation of Alkynes with Benzylthioethers Using Sulfur as Directing Group

Org Lett. 2015 Jun 19;17(12):3178-81. doi: 10.1021/acs.orglett.5b01552. Epub 2015 Jun 11.

Abstract

Benzylthioethers react with internal alkynes in the presence of catalytic amounts of [Ru(cymene)Cl2]2 to give the corresponding ortho-alkenylated species, using sulfur as the sole directing group. The reaction is regiospecific, tolerates different substituents at both the sulfur and the aryl ring, and proceeds very efficiently with a large variety of electron-rich alkynes.