4.8 Article

Visible-Light-Induced Radical Acylation of Imines with α-Ketoacids Enabled by Electron-Donor-Acceptor Complexes

Journal

ORGANIC LETTERS
Volume 21, Issue 10, Pages 3711-3715

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b01169

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Funding

  1. National Natural Science Foundation of China [21672098, 21732003]
  2. National Key Research and Development Program of China [2018YFC0310900]

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A visible-light-induced radical acylation of imines with alpha-ketoacids has been achieved, enabled by an electron-donor-acceptor (EDA) complex. This EDA complex-mediated process eradicates the use of a photocatalyst. Visible light is used as the sole promoter for this reaction, and CO2 is the only side product. Substrates with amide, cyanide, ester, ether, halides, and heterocycles were compatible. This radical acylation allows access structurally diverse alpha-amino ketones (32 examples) in up to 90% isolated yields.

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