Zheng Yuzhu, Hu Qi-Qi, Huang Qing, Xie Youwei
Hubei Key Laboratory of Bioinorganic Chemistry and Materia Medica, Key Laboratory of Material Chemistry for Energy Conversion and Storage, Ministry of Education, Hubei Key Laboratory of Materials Chemistry and Service Failure, School of Chemistry and Chemical Engineering, Huazhong University of Science and Technology, 1037 Luoyu Road, Wuhan, Hubei 430074, People's Republic of China.
Org Lett. 2024 Apr 19;26(15):3316-3320. doi: 10.1021/acs.orglett.4c01006. Epub 2024 Apr 10.
Operationally simple and generally applicable arene nitration with cheap and easily accessible chemicals has been a long-sought transformation in the synthetic organic community. In this work, we realized this goal with nontoxic and inexpensive Fe(NO)·9HO as the nitro source and easily recyclable solvent hexafluoroisopropanol as the promotor via a network of hydrogen-bonding interactions. As a result of the relative mildness and high reliability of this protocol, late-stage nitration of various highly functionalized natural products and commercially available drugs was realized.
在合成有机领域，使用廉价且易于获取的化学品进行操作简单且普遍适用的芳烃硝化反应，一直是人们长期追求的转化方式。在这项工作中，我们以无毒且廉价的Fe(NO)·9H₂O作为硝基源，以易于回收的溶剂六氟异丙醇作为促进剂，通过氢键相互作用网络实现了这一目标。由于该方法相对温和且可靠性高，实现了各种高度官能化天然产物和市售药物的后期硝化。
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