Issue 8, 2019

Aromatic C–H amination in hexafluoroisopropanol


We report a direct radical aromatic amination reaction that provides unprotected anilines with an improvement in the substrate scope compared to prior art. Hydrogen bonding by the solvent hexafluoroisopropanol to anions of cationic species is responsible for increased reactivity and can rationalize the enhancement in substrate scope. Our findings may have bearings on radical additions to arenes for direct C–H functionalization in general.

Graphical abstract: Aromatic C–H amination in hexafluoroisopropanol

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Article information

Article type
Edge Article
07 Nov 2018
21 Dec 2018
First published
11 Jan 2019
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY license

Chem. Sci., 2019,10, 2424-2428

Aromatic C–H amination in hexafluoroisopropanol

E. M. D'Amato, J. Börgel and T. Ritter, Chem. Sci., 2019, 10, 2424 DOI: 10.1039/C8SC04966A

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