Guo Ning-Yu, Cheng Xiao-Yi, Dong Xiao-Dan, Peng Chun-E, Zhang Chun, Han Ya-Ping, Peng Li-Zeng
School of Chemical Engineering and Technology, Hebei University of Technology Tianjin 300130 China
Key Laboratory of Agro-Products Processing Technology of Shandong Province, Key Laboratory of Novel Food Resources Processing, Ministry of Agriculture, Institute of Agro-Food Science and Technology, Shandong Academy of Agricultural Sciences Jinan China.
RSC Adv. 2025 Mar 28;15(12):9479-9509. doi: 10.1039/d5ra00604j. eCollection 2025 Mar 21.
Elaborated molecular architectures, specifically those containing a 2-aminophenoxazinone scaffold, belong to one of the most ubiquitous and prominent classes of heterocyclic frameworks, going from natural products to biologically active pharmaceutical molecules and from agrochemicals to functional materials and polymers. Therefore, efficient synthetic strategies for the assembly of 2-aminophenoxazinone frameworks are always in demand and have gained attention in academic and industrial communities. Methodologies that involve cascade reactions generally catalyzed by transition metal complexes, such as iron, cobalt, manganese, copper, and zinc complexes, have stood out as a representative approach. Over the past few decades, a great deal of versatile, atom-economic, and straightforward protocols have been reported for the generation of value-added 2-aminophenoxazinone frameworks in a sustainable, powerful, and applicable manner. The state-of-the-art methodologies toward the construction of 2-aminophenoxazinone skeletons are summarized in this review, which could be divided into four categories: (1) construction of 2-aminophenoxazinone compounds catalyzed by transition metal complexes; (2) construction of 2-aminophenoxazinone compounds catalyzed by biosynthetic enzymes; (3) synthetic process routes of 2-aminophenoxazinone compounds; and (4) construction of 2-aminophenoxazinone compounds other innovative methods.
精心设计的分子结构,特别是那些含有2-氨基吩恶嗪酮骨架的结构,属于最普遍且突出的杂环骨架类别之一,涵盖了从天然产物到生物活性药物分子,从农用化学品到功能材料和聚合物等领域。因此,用于组装2-氨基吩恶嗪酮骨架的高效合成策略一直备受需求,并在学术界和工业界受到关注。涉及通常由过渡金属配合物(如铁配合物、钴配合物、锰配合物、铜配合物和锌配合物)催化的级联反应的方法,已成为一种具有代表性的方法。在过去几十年中,已经报道了大量通用、原子经济且直接的方案,用于以可持续、强大且适用的方式生成有附加值的2-氨基吩恶嗪酮骨架。本综述总结了构建2-氨基吩恶嗪酮骨架的最新方法,可分为四类:(1)过渡金属配合物催化构建2-氨基吩恶嗪酮化合物;(2)生物合成酶催化构建2-氨基吩恶嗪酮化合物;(3)2-氨基吩恶嗪酮化合物的合成工艺路线;(4)构建2-氨基吩恶嗪酮化合物的其他创新方法。