Journal
CHEMICAL SCIENCE
Volume 7, Issue 12, Pages 7002-7006Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c6sc02815b
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Funding
- NIGMS [R01 GM100985]
- Eli Lilly
- Amgen
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We describe the functionalization of alpha-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 alpha-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.
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