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Synthesis 2020; 52(07): 1103-1112
DOI: 10.1055/s-0039-1690052
DOI: 10.1055/s-0039-1690052
paper
Trichloroisocyanuric Acid Mediated Oxidative Dehydrogenation of Hydrazines: A Practical Chemical Oxidation To Access Azo Compounds
We are thankful for financial support from the National Natural Science Foundation of China (Grant No. 21502154, 21961034, 21362033) and the Science and Technology Program of Gansu Province (No. 17JR5RA073).Further Information
Publication History
Received: 04 November 2019
Accepted after revision: 23 December 2019
Publication Date:
22 January 2020 (online)
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.
Key words
trichloroisocyanuric acid - dehydrogenation - hydrazines - azo compound - chemical oxidationSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0039-1690052.
- Supporting Information
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