4.8 Article

Metal-Free C(sp2)-H/N-H Cross-Dehydrogenative Coupling of Quinoxalinones with Aliphatic Amines under Visible-Light Photoredox Catalysis

Journal

ORGANIC LETTERS
Volume 20, Issue 22, Pages 7125-7130

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.8b03079

Keywords

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Funding

  1. Natural Science Foundation of Shandong Province [ZR2018MB009, ZR2016JL012]
  2. International Cooperation Project of Qinghai Province [2018-HZ-806, 2017-HZ-806]
  3. Qinghai Key Laboratory of Tibetan Medicine Research [2017-ZJ-Y11]
  4. National Natural Science Foundation of China [21302109, 21302110, 21402126]

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A novel and efficient visible-light-induced C(sp(2))-H/N-H cross-dehydrogenative coupling (CDC)-amination with both primary and secondary aliphatic amines at room temperature in air is developed. This photocatalytic reaction allows the direct formation of 3-aminoquinoxalin-2(1H)-ones via CDC-amination in the absence of any external oxidant added from outside. Preliminary mechanistic studies reveal that the present reaction proceeds through a radical process.

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