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Visible-light promoted sulfonamidation of enol acetates to α-amino ketones based on redox-neutral photocatalysis

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Abstract

A visible-light mediated photoredox-catalyzed sulfonamidation of enol acetates to α-amino ketones has been developed. Upon irradiation with a blue LED (λ 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 α-sulfonylamino ketones in up to 83% yield. The process features mild and operationally simple reaction conditions and does not require an external oxidant.

Graphical abstract: Visible-light promoted sulfonamidation of enol acetates to α-amino ketones based on redox-neutral photocatalysis

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Publication details

The article was received on 10 Sep 2019, accepted on 02 Oct 2019 and first published on 02 Oct 2019


Article type: Research Article
DOI: 10.1039/C9QO01119F
Org. Chem. Front., 2019, Advance Article

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    Visible-light promoted sulfonamidation of enol acetates to α-amino ketones based on redox-neutral photocatalysis

    L. Wang, P. Cheng, X. Wang, W. Wang, J. Zeng, Y. Liang and O. Reiser, Org. Chem. Front., 2019, Advance Article , DOI: 10.1039/C9QO01119F

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