doi: 10.1002/chem.201200430.
Epub 2012 Aug 6.
The Gomberg-Bachmann reaction for the arylation of anilines with aryl diazotates
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- PMID: 22887751
- DOI: 10.1002/chem.201200430
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The Gomberg-Bachmann reaction for the arylation of anilines with aryl diazotates
Chemistry.
.
Abstract
Simply aqueous sodium hydroxide is sufficient to exclude ionic side reactions and to prepare 2-aminobiphenyls from aryl diazotates and anilines through a new variant of the Gomberg-Bachmann reaction (see scheme). The metal-free reaction under basic conditions allows to exploit the highly radical-stabilizing effect of the aniline's free amino function for the first time, which leads to a so far unreached regioselectivity.
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
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