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Issue 40, 2019
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The ruthenium-catalyzed meta-selective C–H nitration of various azole ring-substituted arenes

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Abstract

The efficient ruthenium-catalyzed meta-selective CAr–H nitration of azole ring substituted arenes has been developed. In this work, Ru3(CO)12 was used as the catalyst, AgNO2 as the nitro source, HPcy3+·BF4 as the ligand, pivalic acid as the additive, and DCE as the solvent, and a wide spectrum of arenes bearing thiazole, pyrazolyl or removable oxazoline directing groups were tolerated in this meta-selective CAr–H nitration, affording the nitrated products in moderate to good yields. Moreover, this study reveals a gentler and environmentally friendly way to access meta-nitration arenes compared to the traditional process.

Graphical abstract: The ruthenium-catalyzed meta-selective C–H nitration of various azole ring-substituted arenes

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Publication details

The article was received on 03 Sep 2019, accepted on 20 Sep 2019 and first published on 23 Sep 2019


Article type: Paper
DOI: 10.1039/C9OB01930H
Org. Biomol. Chem., 2019,17, 9065-9069

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    The ruthenium-catalyzed meta-selective C–H nitration of various azole ring-substituted arenes

    D. Zhang, D. Gao, J. Cai, X. Wu, H. Qin, K. Qiao, C. Liu, Z. Fang and K. Guo, Org. Biomol. Chem., 2019, 17, 9065
    DOI: 10.1039/C9OB01930H

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