Xu Meng-Yi, Tan Hong-Yi, Ouyang Jie, Zhang Feng-Xuan, Wang Bing-Hao, Wang Xiong, Shen Sheng, Yin Shuang-Feng
Advanced Catalytic Engineering Research Center of the Ministry of Education, State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, P. R. China.
College of Chemistry and Chemical Engineering, Central South University of Forestry and Technology, Changsha 410004, P. R. China.
Angew Chem Int Ed Engl. 2025 Feb 10;64(7):e202422637. doi: 10.1002/anie.202422637. Epub 2025 Jan 21.
Hydroxylamine (NHOH) is a key intermediate in the formation of numerous high value-added organonitrogen compounds. The traditional synthesis of NHOH requires the use of precious metals under high temperature conditions, which leads to high cost, high energy consumption, and environmental pollution. The NHOH-mediated cascade reaction integrates the electrochemical synthesis of NHOH and the chemical synthesis of organonitrogen compounds, offering a facile, green, and efficient alternative. This review presents the recent advances on electrosynthesis of high value-added organonitrogen compounds by NHOH-mediated cascade reactions. We present key concepts and the transformation process of different N-species to NHOH, discuss suitable substrates and electrocatalysts, and elucidate the reaction mechanisms involved in generating compounds such as amino acids, cyclohexanone oxime, urea, amine, etc.. Finally, we address current challenges and future directions in this emerging field to encourage further research effort and the development of NHOH-mediated cascade reaction.
羟胺(NHOH)是众多高附加值有机氮化合物形成过程中的关键中间体。传统的NHOH合成方法需要在高温条件下使用贵金属,这导致成本高、能耗高且环境污染严重。NHOH介导的级联反应将NHOH的电化学合成与有机氮化合物的化学合成相结合,提供了一种简便、绿色且高效的替代方法。本文综述了通过NHOH介导的级联反应电合成高附加值有机氮化合物的最新进展。我们介绍了不同氮物种转化为NHOH的关键概念和过程,讨论了合适的底物和电催化剂,并阐明了生成氨基酸、环己酮肟、尿素、胺等化合物所涉及的反应机制。最后,我们阐述了这一新兴领域当前面临的挑战和未来发展方向,以鼓励进一步的研究工作以及NHOH介导的级联反应的发展。