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N-Nitroheterocycles: Bench-Stable Organic Reagents for Catalytic Ipso-Nitration of Aryl- and Heteroarylboronic Acids

Kun Zhang, Alena Budinská, Alessandro Passera and Dmitry Katayev*

*Department of Chemistry and Biosciences, Swiss Federal Institute of Technology, Vladimir-Prelog-Weg-2, 8093, Zürich, Switzerland, Email: katayevinorg.chem.ethz.ch

K. Zhang, A. Budinská, A. Passera, D. Katayev, Org. Lett., 2020, 22, 2714-2719.

DOI: 10.1021/acs.orglett.0c00671 (free Supporting Information)



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Abstract

Photocatalytic and metal-free ipso-nitrations of readily available boronic acid derivatives provide various aromatic and heteroaromatic nitro compounds in very good yields using non-metal-based, bench-stable, and recyclable nitrating reagents. These methods are operationally simple, mild, regioselective, and possess excellent functional group compatibility.

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Key Words

nitration


ID: J54-Y2020