Stereoselective Synthesis of (Z)-1,2-Diarylthio-1-alkene via the Reaction of Diaryl Disulfides with Terminal Alkynes Catalyzed by Cesium Hydroxide

Abstract

In the presence of a catalytic amount of cesium hydroxide under a nitrogen atmosphere, terminal alkynes reacted with diaryl disulfides at room temperature in dimethylformamide to give almost exclusively (Z)-1,2-diarylthio-1-alkene in good yields, but under an air atmosphere, the reaction gave a mixture of alkynyl sulfide and (Z)-1,2-diarylthio-1-alkene.

Keywords:

• Cesium hydroxide
• diaryl disulfide
• (Z)-1,2-diarylthio-1-alkene
• terminal alkyne

ACKNOWLEDGMENTS

Projects 20372020 and 02JJY4053 were supported by the National Nature Science Foundations of China and Hunan, respectively.