Regioselective Gold-Catalyzed Oxidative C–N Bond Formation

A novel protocol for the regioselective intermolecular amination of various arenes has been developed. By using an I­(III) oxidant in the presence of a Au­(I) catalyst, a direct and novel route for regioselectively accessing a variety of substituted aniline moieties has been achieved with yields as...

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Veröffentlicht in:Organic letters 2015-01, Vol.17 (2), p.358-361
Hauptverfasser: Marchetti, Louis, Kantak, Abhishek, Davis, Riley, DeBoef, Brenton
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container_title Organic letters
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creator Marchetti, Louis
Kantak, Abhishek
Davis, Riley
DeBoef, Brenton
description A novel protocol for the regioselective intermolecular amination of various arenes has been developed. By using an I­(III) oxidant in the presence of a Au­(I) catalyst, a direct and novel route for regioselectively accessing a variety of substituted aniline moieties has been achieved with yields as high as 90%. Mechanistic insight suggests that regioselectivity can be predicted based on electrophilic aromatic metalation patterns.
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subjects Amination
aniline
Aniline Compounds - chemical synthesis
Aniline Compounds - chemistry
aromatic hydrocarbons
Catalysis
catalysts
chemical bonding
gold
Gold - chemistry
Letter
Lewis acids
moieties
Molecular Structure
Organometallic Compounds - chemistry
oxidants
Oxidation-Reduction
regioselectivity
Stereoisomerism
title Regioselective Gold-Catalyzed Oxidative C–N Bond Formation
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