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

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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… Click to show full 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.

Keywords: azo compounds; acid mediated; trichloroisocyanuric acid; chemical oxidation; access

Journal Title: Synthesis
Year Published: 2020

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