Copper/Nickel‐Catalyzed Selective C–S/S–S Bond Formation Starting from <i>O</i>‐Alkyl Phenylcarbamothioates

Kang Peng, Mingyuan Gao, Yu‐Yan Yi, Jia Guo, Zhi‐Bing Dong

European Journal of Organic Chemistry · 2020 · 12 citations · 38 references

Concepts

Abstract

A convenient and effective method is described to construct C–S/S–S bond starting from O ‐alkyl phenylcarbamothioates, giving diverse O ‐alkyl S ‐phenyl phenylcarbonimidothioates and isothiourea disulfides, respectively. The C–S bond formation products ( O ‐alkyl S ‐phenyl phenylcarbonimidothioates) were synthesized by using Cu 2 O as catalyst in water (without phase‐transfer catalyst), and the S–S bond formation product (isothiourea disulfides) could be furnished catalyzed by NiBr 2 at room temperature. These transformations feature easy control, environmental friendliness, and good to excellent yields, which could be attractive in the selective C–S/S–S bond formation.

References

38