We describe the functionalization of α-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 α-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.
CITATION STYLE
Ahneman, D. T., & Doyle, A. G. (2016). C-H functionalization of amines with aryl halides by nickel-photoredox catalysis. Chemical Science, 7(12), 7002–7006. https://doi.org/10.1039/c6sc02815b
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