Regioselective Gold-Catalyzed Oxidative C–N Bond Formation | Zendy

Louis Marchetti | Zendy; Abhishek Kantak | Zendy; Riley Davis | Zendy; Brenton DeBoef | Zendy

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Regioselective Gold-Catalyzed Oxidative C–N Bond Formation

Author(s) -

Louis Marchetti,

Abhishek Kantak,

Riley Davis,

Brenton DeBoef

Publication year - 2014

Publication title -

organic letters

Language(s) - Uncategorized

Resource type - Journals

SCImago Journal Rank - 1.94

H-Index - 239

eISSN - 1523-7060

pISSN - 1523-7052

DOI - 10.1021/ol5034805

Subject(s) - regioselectivity , chemistry , metalation , amination , aniline , electrophile , catalysis , intermolecular force , combinatorial chemistry , hydroamination , oxidative phosphorylation , electrophilic amination , organic chemistry , molecule , biochemistry

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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