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Regioselective gold-catalyzed oxidative C-N bond formation.

ABSTRACT: 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.

SUBMITTER: Marchetti L

PROVIDER: S-EPMC4301077 | biostudies-literature | 2015 Jan

REPOSITORIES: biostudies-literature

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Regioselective gold-catalyzed oxidative C-N bond formation.

Marchetti Louis L Kantak Abhishek A Davis Riley R DeBoef Brenton B

Organic letters 20141224 2

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. ...[more]

PMID: 25539392

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