Wang Xiling, Aleotti Matteo, Hall Mélanie, Cong Zhiqi
Key Laboratory of Photoelectric Conversion and Utilization of Solar Energy, Qingdao New Energy Shandong Laboratory, CAS Key Laboratory of Biofuels, Shandong Provincial Key Laboratory of Synthetic Biology, Qingdao Institute of Bioenergy and Bioprocess Technology, Chinese Academy of Sciences, Qingdao 266101, China.
Institute of Chemistry, University of Graz, Graz 8010, Austria.
JACS Au. 2024 Dec 16;5(1):28-41. doi: 10.1021/jacsau.4c00994. eCollection 2025 Jan 27.
Nitro compounds are key synthetic intermediates used as enabling tools in synthesis and found in a large range of essential compounds, including pharmaceuticals, pesticides, and various organic dyes. Despite recent methodological developments, the industrial preparation of nitro compounds still suffers from harsh reaction conditions, along with poor selectivity and a problematic environmental footprint. Although biological enzymatic methods exist, mild approaches for bionitration are still underexplored. Enzymes, with their exquisite selectivity and compatibility with mild reaction conditions, have the potential to revolutionize the way nitro compounds are prepared. In this perspective, we systematically analyze currently available biological/enzymatic methods, including the oxidation of an amine precursor or methods consisting of direct oxidative nitration and non-oxidative nitration. By examining both the scope and mechanism of these reactions, we aim to present an update on the state-of-the-art while highlighting current challenges in this emerging field. The goal of this perspective is to inspire innovation in enzymatic nitration for sustainable organic synthesis, providing chemists with a valuable guide.
硝基化合物是关键的合成中间体,用作合成中的辅助工具,存在于大量重要化合物中,包括药物、农药和各种有机染料。尽管最近方法有所发展,但硝基化合物的工业制备仍面临苛刻的反应条件,选择性差且环境足迹成问题。虽然存在生物酶法,但温和的生物硝化方法仍未得到充分探索。酶具有出色的选择性以及与温和反应条件的兼容性,有潜力彻底改变硝基化合物的制备方式。从这个角度出发,我们系统地分析了目前可用的生物/酶法,包括胺前体的氧化或直接氧化硝化和非氧化硝化方法。通过研究这些反应的范围和机理,我们旨在介绍最新技术水平,同时突出这一新兴领域当前面临的挑战。这一观点的目标是激发酶促硝化在可持续有机合成方面的创新,为化学家提供有价值的指导。