4.5 Article

Visible-Light-Enabled Selective Oxidation of Primary Alcohols through Hydrogen-Atom Transfer and its Application in the Synthesis of Quinazolinones

Journal

ASIAN JOURNAL OF ORGANIC CHEMISTRY
Volume 8, Issue 10, Pages 1933-1941

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ajoc.201900491

Keywords

Visible-light-enabled; Selective Oxidation; Hydrogen-atom Transfer; Primary Alcohol; Quinazolinone

Funding

  1. National Natural Science Foundation of China [21502042]
  2. Science and Technology Develop Project of Kaifeng city [1908011]
  3. Basic Scientific Project of the Universities in Liaoning Province [LFW201701]
  4. Program for Young Creative Talents in Shenyang City [RC170189]

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A visible-light-enabled selective oxidation of alcohols to aldehydes has been developed under transition-metal-free conditions. Utilizing eosin Y as the direct hydrogen-atom transfer (HAT) photocatalyst and molecular oxygen as the terminal oxidant, both aromatic and aliphatic aldehydes could be obtained in moderate to good yields. Using this approach, various quinazolinones, including two real drug molecules, were easily synthesized from the corresponding o-aminobenzamides and alcohols.

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