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Aromatic C–H amination in hexafluoroisopropanol

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Abstract

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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Publication details

The article was received on 07 Nov 2018, accepted on 21 Dec 2018 and first published on 11 Jan 2019


Article type: Edge Article
DOI: 10.1039/C8SC04966A
Citation: Chem. Sci., 2019, Advance Article
  • Open access: Creative Commons BY license
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    Aromatic C–H amination in hexafluoroisopropanol

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

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