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 recyclabl...

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Veröffentlicht in:Organic letters 2024-04, Vol.26 (15), p.3316-3320
Hauptverfasser: Zheng, Yuzhu, Hu, Qi-Qi, Huang, Qing, Xie, Youwei
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Sprache:eng
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Zusammenfassung: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.
ISSN:1523-7060
1523-7052
1523-7052
DOI:10.1021/acs.orglett.4c01006