Sonogashira Reaction Using Arylsulfonium Salts as Cross-Coupling Partners
Ze-Yu Tian1, Shi-Meng Wang1, Su-Jiao Jia1
1School of Chemistry, Chemical Engineering and Life Science, Wuhan University of Technology , 205 Luoshi Road, Wuhan 430070, China.
Abstract:
Triarylsulfonium, alkyl- and fluoroalkyl(diaryl)sulfonium, and aryl(dialkyl)sulfonium triflates are successfully used as a new family of cross-coupling participants in the Sonogashira reaction as aryldiazonium, diaryliodonium, and tetraphenylphosphonium salts. It was found that terminal alkynes reacted mildly with triarylsulfonium or (2,2,2-trifluoroethyl)diphenylsulfonium triflate at room temperature under Pd- and Cu-cocatalysis to give the corresponding arylalkynes in up to >99% yield. This protocol represents the first use of arylsulfonium salts as cross-coupling partners in the Pd/Cu-catalyzed Sonogashira reaction.
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