Paper
Oxidative radical arylation of anilines with arylhydrazines and dioxygen from air.
Published 2014 · Josefa Hofmann, Hannelore Jasch, Markus R Heinrich
The Journal of organic chemistry
67
Citations
0
Influential Citations
Abstract
Substituted 2-aminobiphenyls have been prepared from arylhydrazine hydrochlorides and anilines in biphasic radical arylation reactions with dioxygen from air as a most simple and readily available oxidant. Under optimized conditions, the free amino functionality of the aniline leads to high ortho:meta regioselectivities, now even for anilines bearing a donor substituent in the para position. Finally, the mild and metal-free new access to aminobiphenyls was shown to be applicable on a gram scale.
This study demonstrates a mild, metal-free method for preparing substituted 2-aminobiphenyls from anilines using arylhydrazine hydrochlorides and dioxygen from air, with high ortho:meta regioselectivities.
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