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Intermolecular Aryl C-H Amination through Sequential Iron and Copper Catalysis.

ABSTRACT: A mild, efficient and regioselective method for para-amination of activated arenes has been developed through a combination of iron and copper catalysis. A diverse range of products were obtained from an operationally simple one-pot, two-step procedure involving bromination of the aryl substrate with the powerful Lewis acid iron(III) triflimide, followed by a copper(I)-catalysed N-arylation reaction. This two-step dehydrogenative process for the regioselective coupling of aromatic C-H bonds with non-activated amines was applicable to anisole-, phenol-, aniline- and acetanilide-type aryl compounds. Importantly, the arene substrates were used as the limiting reagent and required no protecting-group manipulations during the transformation.

SUBMITTER: Mostafa MA

PROVIDER: S-EPMC5396366 | biostudies-literature | 2017 Jan

REPOSITORIES: biostudies-literature

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Intermolecular Aryl C-H Amination through Sequential Iron and Copper Catalysis.

Mostafa Mohamed A B MA Calder Ewen D D ED Racys Daugirdas T DT Sutherland Andrew A

Chemistry (Weinheim an der Bergstrasse, Germany) 20161216 5

A mild, efficient and regioselective method for para-amination of activated arenes has been developed through a combination of iron and copper catalysis. A diverse range of products were obtained from an operationally simple one-pot, two-step procedure involving bromination of the aryl substrate with the powerful Lewis acid iron(III) triflimide, followed by a copper(I)-catalysed N-arylation reaction. This two-step dehydrogenative process for the regioselective coupling of aromatic C-H bonds with ...[more]

PMID: 27918637

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