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
a   School of Chemistry and Environmental Engineering, Wuhan Institute of Technology, Wuhan 430205, P. R. of China
,
Cheng-Li Yang
a   School of Chemistry and Environmental Engineering, Wuhan Institute of Technology, Wuhan 430205, P. R. of China
,
Lei Ye
a   School of Chemistry and Environmental Engineering, Wuhan Institute of Technology, Wuhan 430205, P. R. of China
,
Zhi-Bing Dong
a   School of Chemistry and Environmental Engineering, Wuhan Institute of Technology, Wuhan 430205, P. R. of China
b   Hubei Key Laboratory of Biologic Resources Protection and Utilization, Hubei Minzu University, Enshi 445000, P. R. of China
c   School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang 453007, P. R. of China
d   Key Laboratory of Green Chemical Process, Ministry of Education, Wuhan Institute of Technology, Wuhan 430205, P. R. of China
e   Engineering Research Center of Phosphorus Resources Development and Utilization, Ministry of Education, Wuhan Institute of Technology, Wuhan 430205, P. R. of China
› Author Affiliations
The financial support from the Open Research Fund of School of Chemistry and Chemical Engineering, Henan Normal University (2020ZD02), Hubei Key Laboratory of Biologic Resources Protection and Utilization, Hubei Minzu University (PT012101), State Key Laboratory of Environmental Chemistry and Ecotoxicology, Research Center for Eco-Environmental Sciences, Chinese Academy of Sciences (KF2021-06), and the Innovation Fund of Key Laboratory of Green Chemical Process, Ministry of Education, Wuhan Institute of Technology (GCX202102) is greatly appreciated.


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.

Supporting Information



Publication History

Received: 13 March 2022

Accepted after revision: 03 April 2022

Accepted Manuscript online:
05 April 2022

Article published online:
19 May 2022

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