Issue 8, 2019

Aromatic C–H amination in hexafluoroisopropanol

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

Supplementary files

Article information

Article type
Edge Article
Submitted
07 nóv. 2018
Accepted
21 des. 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

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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