Trichloroisocyanuric Acid Mediated Oxidative Dehydrogenation of Hydrazines: A Practical Chemical Oxidation To Access Azo Compounds

Yingpeng Su, Xuan Liu, Jie Yu, Guiyan Cao, Rong Zhang, Ya‐Nan Zhao, Danfeng Huang, Ke‐Hu Wang, Congde Huo, Yulai Hu

Synthesis · 2020 · 12 citations · 2 references

Concepts

Abstract

A highly efficient, metal-free, chemical oxidation of hydrazines has been implemented using environmentally friendly TCCA as oxidant. This benign protocol provides straightforward access to a wide range of azo compounds in THF in excellent yield. Altogether, 35 azo compounds were obtained in this way and scale-up preparations were performed. Additionally, a plausible mechanism was also proposed. Step-economical process, mild reaction conditions, operational simplicity, high reaction efficiency, and easy scale-up highlight the practicality of this methodology.

References

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