Efficient Copper-Catalyzed Double S-Arylation of Aryl Halides with Sodium Sulfide in Peg-400

Abstract

An efficient copper-catalyzed double S-arylation of sodium sulfide with aryl halides in PEG-400 has been developed. With CuI as a catalyst and PEG-400 as a solvent, a range of electron-withdrawing or electron-donating aryl iodides and aryl bromides were found to be applicable to the environmentally benign system. The present procedure is mild and tolerant of a variety of functional groups and the steric hindrance of ortho-substituents on aryl halides did not affect the outcome of good to excellent yields.

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GRAPHICAL ABSTRACT

Keywords:

• Cross-coupling
• copper
• double S-arylation
• PEG-400

Acknowledgments

This project was sponsored by the Jiangxi Provincial Educational Commission Science and Technology Planning Project (No. GJJ11066). We also thank the Analysis and Testing Center of Jiangxi Normal University for NMR and MS measurements.