Skip to main content

C–H functionalization of amines with aryl halides by nickel-photoredox catalysis

Author(s): Ahneman, Derek T.; Doyle, Abigail G.

To refer to this page use:
Abstract: We describe the functionalization of a-amino C–H bonds with aryl halides using a combination of nickel and photoredox catalysis. This direct C–H, C–X coupling uses inexpensive and readily available starting materials to generate benzylic amines, an important class of bioactive molecules. Mechanistically, this method features the direct arylation of a-amino radicals mediated by a nickel catalyst. This reactivity is demonstrated for a range of aryl halides and N-aryl amines, with orthogonal scope to existing C–H activation and photoredox methodologies. We also report reactions with several complex aryl halides, demonstrating the potential utility of this approach in late-stage functionalization.
Publication Date: 28-Jul-2016
Electronic Publication Date: 2016
Citation: Ahneman, Derek T, Doyle, Abigail G. (2016). C–H functionalization of amines with aryl halides by nickel-photoredox catalysis. Chemical Science, 7 (12), 7002 - 7006. doi:10.1039/C6SC02815B
DOI: doi:10.1039/C6SC02815B
ISSN: 2041-6520
EISSN: 2041-6539
Pages: 7, 7002 - 7006
Type of Material: Journal Article
Journal/Proceeding Title: Chemical Science
Version: Final published version. Article is made available in OAR by the publisher's permission or policy.

Items in OAR@Princeton are protected by copyright, with all rights reserved, unless otherwise indicated.