Title |
C–H functionalization of amines with aryl halides by nickel-photoredox catalysis
|
---|---|
Published in |
Chemical Science, January 2016
|
DOI | 10.1039/c6sc02815b |
Pubmed ID | |
Authors |
Derek T. Ahneman, Abigail G. Doyle |
Abstract |
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. |
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United States | 2 | 20% |
India | 1 | 10% |
Indonesia | 1 | 10% |
Japan | 1 | 10% |
Mexico | 1 | 10% |
United Kingdom | 1 | 10% |
Unknown | 3 | 30% |
Demographic breakdown
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Members of the public | 6 | 60% |
Scientists | 3 | 30% |
Science communicators (journalists, bloggers, editors) | 1 | 10% |
Mendeley readers
Geographical breakdown
Country | Count | As % |
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France | 1 | <1% |
Unknown | 149 | 99% |
Demographic breakdown
Readers by professional status | Count | As % |
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Student > Ph. D. Student | 48 | 32% |
Researcher | 20 | 13% |
Student > Bachelor | 12 | 8% |
Student > Doctoral Student | 11 | 7% |
Student > Master | 11 | 7% |
Other | 16 | 11% |
Unknown | 32 | 21% |
Readers by discipline | Count | As % |
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Chemistry | 106 | 71% |
Unspecified | 4 | 3% |
Engineering | 3 | 2% |
Agricultural and Biological Sciences | 1 | <1% |
Chemical Engineering | 1 | <1% |
Other | 0 | 0% |
Unknown | 35 | 23% |