Jiang Yijie, Chen Sanxia, Chen Yuangu, Gu Ailing, Tang Conghui
Key Laboratory of Material Chemistry for Energy Conversion and Storage (Ministry of Education), Hubei Key Laboratory of Material Chemistry and Service Failure, School of Chemistry and Chemical Engineering, Huazhong University of Science and Technology, 1037 Luoyu Road, Wuhan 430074, China.
State Key Laboratory of Natural and Biomimetic Drugs, Peking University, Beijing 100191, China.
J Am Chem Soc. 2024 Jan 31;146(4):2769-2778. doi: 10.1021/jacs.3c12688. Epub 2024 Jan 19.
Emerging techniques are revolutionizing the realm of chemical synthesis by introducing new avenues for C-H bond functionalization, which have been exploited for the synthesis of pharmaceuticals, natural compounds, and functional materials. Allylic C-H bond oxidation of alkenes serves as possibly the most employed C-H bond functionalization reaction. However, sustainable and selective approaches remain scarce, and the majority of the existing conditions still hinge on hazardous oxidants or costly metal catalysts. In this context, we introduce a heterogeneous iron catalyst that addresses the above-mentioned concerns by showcasing the aerobic oxidation of steroids, terpenes, and simple olefins to the corresponding enone products. This novel method provides a powerful tool for the arsenal of allylic C-H bond oxidation while minimizing the environmental concerns.
新兴技术通过引入碳氢键官能化的新途径，正在彻底改变化学合成领域，这些新途径已被用于药物、天然化合物和功能材料的合成。烯烃的烯丙基碳氢键氧化可能是应用最广泛的碳氢键官能化反应。然而，可持续且选择性的方法仍然稀缺，大多数现有条件仍依赖于危险的氧化剂或昂贵的金属催化剂。在此背景下，我们引入了一种多相铁催化剂，通过展示甾体、萜类化合物和简单烯烃的需氧氧化生成相应的烯酮产物，解决了上述问题。这种新方法为烯丙基碳氢键氧化提供了一种强大的工具，同时将环境问题降至最低。
