六氟异丙醇中的 Fe(NO3)3-9H2O 对未活化烯的后期 C-H 硝化作用

IF 4.9 1区化学 Q1 CHEMISTRY, ORGANIC Organic Letters Pub Date : 2024-04-10 DOI:10.1021/acs.orglett.4c01006

Yuzhu Zheng, Qi-Qi Hu, Qing Huang and Youwei Xie*,

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引用次数: 0

摘要

利用廉价易得的化学品进行操作简单、普遍适用的炔烃硝化一直是有机合成界孜孜以求的变革。在这项工作中，我们以无毒且廉价的 Fe(NO3)3-9H2O 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。由于该方案相对温和且可靠性高，因此实现了各种高官能度天然产物和市售药物的后期硝化。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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Late-Stage C–H Nitration of Unactivated Arenes by Fe(NO3)3·9H2O in Hexafluoroisopropanol

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(NO₃)₃·9H₂O 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.

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来源期刊

Organic Letters 化学-有机化学

CiteScore

9.30

自引率

11.50%

发文量

1607

审稿时长

1.5 months

期刊介绍： Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.