Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2020, Issue 10, Pages 1496-1504Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201900536
Keywords
C-H amidation; Visible-light; Transition-metal-free; Organophotocatalyst; Phenanthridinones
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The treatment of N-aryl biphenylcarboxamide, 1-chloroanthraquinone (1-Cl-AQN) catalyst, and K2CO3 in CHCl3 under visible light irradiation affords phenanthridinone via radical cyclization. This reaction proceeds under transition-metal-free condition, room temperature, and direct C-H amidation. Mechanistic studies indicate that amidyl radical generation proceeds by visible light induced proton coupled electron transfer (PCET) from N-H bond of the amide.
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