Copper-Catalyzed C–S Formation for the Synthesis of Benzyl Phenyl Sulfides from Dithiocarbamates

Yu Zhou; Cheng-Li Yang; Lei Ye; Zhi-Bing Dong

doi:10.1055/a-1817-2079

Synthesis, Table of Contents

Synthesis 2022; 54(18): 4104-4110
DOI: 10.1055/a-1817-2079

paper

Copper-Catalyzed C–S Formation for the Synthesis of Benzyl Phenyl Sulfides from Dithiocarbamates

Yu Zhou

^aSchool of Chemistry and Environmental Engineering, Wuhan Institute of Technology, Wuhan 430205, P. R. of China

,

Cheng-Li Yang

^aSchool of Chemistry and Environmental Engineering, Wuhan Institute of Technology, Wuhan 430205, P. R. of China

,

Lei Ye

^aSchool of Chemistry and Environmental Engineering, Wuhan Institute of Technology, Wuhan 430205, P. R. of China

,

Zhi-Bing Dong ∗

^aSchool of Chemistry and Environmental Engineering, Wuhan Institute of Technology, Wuhan 430205, P. R. of China

^bHubei Key Laboratory of Biologic Resources Protection and Utilization, Hubei Minzu University, Enshi 445000, P. R. of China

^cSchool of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang 453007, P. R. of China

^dKey Laboratory of Green Chemical Process, Ministry of Education, Wuhan Institute of Technology, Wuhan 430205, P. R. of China

^eEngineering Research Center of Phosphorus Resources Development and Utilization, Ministry of Education, Wuhan Institute of Technology, Wuhan 430205, P. R. of China

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Abstract

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Dedicated to the 50th anniversary celebration of Wuhan Institute of Technology

Abstract

An odorless and efficient protocol for the synthesis of benzyl phenyl sulfides is reported. Starting from environmentally friendly phenyl dithiocarbamates and commercially available benzyl halides as starting materials, the target compounds (benzyl phenyl sulfides) could be obtained smoothly and easily by using copper salt as catalyst and Cs₂CO₃ as base. This method features ligand/additive-free, the use of readily available starting materials, inexpensive catalysts, and good substrate suitability, illustrating its potentially synthetic value for the convenient preparation of some biologically active molecules.

Key words

C–S coupling - dithiocarbamates - sulfide - synthesis - catalysis

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References

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