Journal
ORGANIC CHEMISTRY FRONTIERS
Volume 6, Issue 22, Pages 3771-3775Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c9qo01119f
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Funding
- Scientific Research Fund of Hunan Provincial Education Department [18B106]
- Science and Technology Planning Project of Hunan Province [2018TP1017]
- DFG (Graduiertenkolleg Photocatalysis) [1626]
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A visible-light mediated photoredox-catalyzed sulfonamidation of enol acetates to alpha -amino ketones has been developed. Upon irradiation with a blue LED (lambda 425 +/- 15 nm) in the presence of catalytic amounts of Ir(ppy)(3) (2 mol%), N-arylsulfonyl-1-aminopyridine salts were transformed into N-centered radical intermediates, which then underwent coupling with enol acetates to give alpha -sulfonylamino ketones in up to 83% yield. The process features mild and operationally simple reaction conditions and does not require an external oxidant.
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